# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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
_database_code_depnum_ccdc_archive 'CCDC 998926'
_audit_update_record             
;
2014-04-23 deposited with the CCDC.
2015-01-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H20 N3 Ni O6'
_chemical_formula_weight         577.20

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           ?
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_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                   15.331(3)
_cell_length_b                   33.859(7)
_cell_length_c                   10.827(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.229(3)
_cell_angle_gamma                90.00
_cell_volume                     5447.5(18)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2376
_exptl_absorpt_coefficient_mu    0.761
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8039
_exptl_absorpt_correction_T_max  0.8385
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13351
_diffrn_reflns_av_R_equivalents  0.0212
_diffrn_reflns_av_sigmaI/netI    0.0272
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.50
_diffrn_reflns_theta_max         25.10
_reflns_number_total             4820
_reflns_number_gt                4061
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.1791P)²+6.2825P] where P=(Fo²+2Fc²)/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_number_reflns         4820
_refine_ls_number_parameters     379
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0691
_refine_ls_R_factor_gt           0.0553
_refine_ls_wR_factor_ref         0.2238
_refine_ls_wR_factor_gt          0.1783
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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
C18 C 0.4911(2) 0.26673(11) 0.4631(4) 0.0305(8) Uani 1 1 d . . .
C19 C 0.4720(3) 0.29377(14) 0.5474(5) 0.0509(12) Uani 1 1 d . . .
H19 H 0.4160 0.2936 0.5663 0.061 Uiso 1 1 calc R . .
O5 O 1.1695(2) 0.32897(10) 1.0243(4) 0.0598(10) Uani 1 1 d . . .
O4 O 1.21294(18) 0.37986(8) 0.9212(3) 0.0398(7) Uani 1 1 d . . .
C15 C 1.1623(3) 0.36343(12) 0.9816(4) 0.0355(9) Uani 1 1 d . . .
C12 C 1.0830(2) 0.38853(12) 0.9964(4) 0.0334(8) Uani 1 1 d . . .
C11 C 1.0612(3) 0.42313(13) 0.9277(4) 0.0436(10) Uani 1 1 d . . .
H11 H 1.0972 0.4320 0.8757 0.052 Uiso 1 1 calc R . .
C10 C 0.9852(3) 0.44489(14) 0.9358(5) 0.0493(11) Uani 1 1 d . . .
H10 H 0.9715 0.4684 0.8905 0.059 Uiso 1 1 calc R . .
C9 C 0.9305(3) 0.43135(12) 1.0116(4) 0.0376(9) Uani 1 1 d . . .
C8 C 0.8450(3) 0.45344(13) 1.0128(4) 0.0447(10) Uani 1 1 d . . .
Ni1 Ni 0.70663(3) 0.363918(12) 0.68984(4) 0.0241(2) Uani 1 1 d . . .
C21 C 0.4243(2) 0.23738(11) 0.3998(4) 0.0308(8) Uani 1 1 d . . .
O2 O 0.76822(17) 0.40079(8) 0.8446(3) 0.0338(6) Uani 1 1 d . . .
C1 C 0.7144(3) 0.38875(13) 0.9073(4) 0.0399(10) Uani 1 1 d . . .
C2 C 0.7244(3) 0.40372(17) 1.0405(5) 0.0562(13) Uani 1 1 d . . .
C7 C 0.6727(4) 0.3871(3) 1.1180(6) 0.089(2) Uani 1 1 d . . .
H7 H 0.6332 0.3666 1.0869 0.106 Uiso 1 1 calc R . .
C3 C 0.7840(3) 0.43446(15) 1.0887(4) 0.0496(11) Uani 1 1 d . . .
C5 C 0.7369(5) 0.4326(3) 1.2838(6) 0.096(3) Uani 1 1 d . . .
H5 H 0.7410 0.4428 1.3648 0.115 Uiso 1 1 calc R . .
C4 C 0.7878(3) 0.44903(18) 1.2075(5) 0.0637(15) Uani 1 1 d . . .
H4 H 0.8252 0.4704 1.2377 0.076 Uiso 1 1 calc R . .
C6 C 0.6802(5) 0.4011(3) 1.2409(7) 0.116(3) Uani 1 1 d . . .
H6 H 0.6476 0.3896 1.2933 0.140 Uiso 1 1 calc R . .
O1 O 0.6529(2) 0.36390(8) 0.8585(3) 0.0437(8) Uani 1 1 d . . .
C13 C 1.0288(3) 0.37601(13) 1.0754(4) 0.0391(9) Uani 1 1 d . . .
H13 H 1.0434 0.3530 1.1226 0.047 Uiso 1 1 calc R . .
N2 N 0.29675(19) 0.18093(9) 0.2773(3) 0.0298(7) Uani 1 1 d . . .
C23 C 0.3849(2) 0.17206(11) 0.3158(4) 0.0345(9) Uani 1 1 d . . .
H23 H 0.4030 0.1466 0.3022 0.041 Uiso 1 1 calc R . .
C22 C 0.4499(2) 0.19894(11) 0.3745(4) 0.0335(8) Uani 1 1 d . . .
H22 H 0.5102 0.1916 0.3972 0.040 Uiso 1 1 calc R . .
C24 C 0.2727(3) 0.21725(12) 0.3025(4) 0.0393(10) Uani 1 1 d . . .
H24 H 0.2120 0.2238 0.2774 0.047 Uiso 1 1 calc R . .
C17 C 0.5762(3) 0.26864(13) 0.4406(4) 0.0440(10) Uani 1 1 d . . .
H17 H 0.5927 0.2507 0.3853 0.053 Uiso 1 1 calc R . .
C25 C 0.3324(3) 0.24585(12) 0.3638(4) 0.0396(10) Uani 1 1 d . . .
H25 H 0.3114 0.2705 0.3808 0.048 Uiso 1 1 calc R . .
N1 N 0.6176(2) 0.32344(9) 0.5824(3) 0.0278(7) Uani 1 1 d . . .
N3 N 0.6244(2) 0.41379(9) 0.6153(4) 0.0369(8) Uani 1 1 d . . .
C20 C 0.5359(3) 0.32101(14) 0.6038(5) 0.0492(12) Uani 1 1 d . . .
H20 H 0.5211 0.3389 0.6606 0.059 Uiso 1 1 calc R . .
C14 C 0.9540(3) 0.39730(14) 1.0842(4) 0.0427(10) Uani 1 1 d . . .
H14 H 0.9193 0.3889 1.1387 0.051 Uiso 1 1 calc R . .
C16 C 0.6378(3) 0.29756(13) 0.5013(4) 0.0413(10) Uani 1 1 d . . .
H16 H 0.6943 0.2986 0.4841 0.050 Uiso 1 1 calc R . .
O3 O 0.8282(2) 0.48541(11) 0.9629(5) 0.0735(12) Uani 1 1 d . . .
C28 C 0.5273(3) 0.48198(12) 0.5253(5) 0.0488(12) Uani 1 1 d . . .
C30 C 0.6607(4) 0.44644(19) 0.5920(8) 0.088(2) Uani 1 1 d . A .
H30 H 0.7230 0.4467 0.6055 0.105 Uiso 1 1 calc R . .
C29 C 0.6165(4) 0.48027(18) 0.5497(9) 0.099(3) Uani 1 1 d . A .
H29 H 0.6489 0.5026 0.5375 0.118 Uiso 1 1 calc R . .
C27 C 0.4915(7) 0.4461(3) 0.4973(16) 0.079(4) Uani 0.50 1 d P A 1
H27A H 0.4334 0.4433 0.4463 0.095 Uiso 0.50 1 calc PR A 1
C26 C 0.5415(7) 0.4133(3) 0.5446(16) 0.073(4) Uani 0.50 1 d P A 1
H26A H 0.5144 0.3888 0.5248 0.087 Uiso 0.50 1 calc PR A 1
C27' C 0.4981(8) 0.4561(4) 0.6164(14) 0.073(4) Uani 0.50 1 d P A 2
H27B H 0.4469 0.4618 0.6445 0.087 Uiso 0.50 1 calc PR A 2
C26' C 0.5494(9) 0.4228(4) 0.6590(16) 0.081(5) Uani 0.50 1 d P A 2
H26B H 0.5330 0.4062 0.7180 0.098 Uiso 0.50 1 calc PR A 2
O1W O 0.1421(10) 0.2972(4) 0.2598(9) 0.290(8) Uani 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C18 C19 1.375(6) . ?
C18 C17 1.386(5) . ?
C18 C21 1.470(5) . ?
C19 C20 1.375(6) . ?
C19 H19 0.9300 . ?
O5 C15 1.250(5) . ?
O4 C15 1.261(5) . ?
O4 Ni1 1.997(3) 2_756 ?
C15 C12 1.523(5) . ?
C12 C11 1.384(6) . ?
C12 C13 1.396(6) . ?
C11 C10 1.398(6) . ?
C11 H11 0.9300 . ?
C10 C9 1.388(6) . ?
C10 H10 0.9300 . ?
C9 C14 1.392(6) . ?
C9 C8 1.512(6) . ?
C8 O3 1.209(6) . ?
C8 C3 1.530(7) . ?
Ni1 O4 1.997(3) 2_756 ?
Ni1 N1 2.077(3) . ?
Ni1 N2 2.114(3) 8_556 ?
Ni1 O2 2.117(3) . ?
Ni1 N3 2.143(3) . ?
Ni1 O1 2.179(3) . ?
C21 C25 1.395(5) . ?
C21 C22 1.406(5) . ?
O2 C1 1.259(5) . ?
C1 O1 1.277(5) . ?
C1 C2 1.500(6) . ?
C2 C3 1.398(7) . ?
C2 C7 1.406(8) . ?
C7 C6 1.391(9) . ?
C7 H7 0.9300 . ?
C3 C4 1.366(7) . ?
C5 C6 1.381(11) . ?
C5 C4 1.384(10) . ?
C5 H5 0.9300 . ?
C4 H4 0.9300 . ?
C6 H6 0.9300 . ?
C13 C14 1.378(6) . ?
C13 H13 0.9300 . ?
N2 C24 1.331(5) . ?
N2 C23 1.347(5) . ?
N2 Ni1 2.114(3) 8_455 ?
C23 C22 1.383(5) . ?
C23 H23 0.9300 . ?
C22 H22 0.9300 . ?
C24 C25 1.385(6) . ?
C24 H24 0.9300 . ?
C17 C16 1.406(6) . ?
C17 H17 0.9300 . ?
C25 H25 0.9300 . ?
N1 C20 1.330(5) . ?
N1 C16 1.330(5) . ?
N3 C30 1.291(7) . ?
N3 C26 1.312(10) . ?
N3 C26' 1.379(12) . ?
C20 H20 0.9300 . ?
C14 H14 0.9300 . ?
C16 H16 0.9300 . ?
C28 C29 1.330(7) . ?
C28 C27 1.336(11) . ?
C28 C27' 1.469(13) . ?
C28 C28 1.504(8) 5_666 ?
C30 C29 1.352(8) . ?
C30 H30 0.9300 . ?
C29 H29 0.9300 . ?
C27 C26 1.373(14) . ?
C27 H27A 0.9300 . ?
C26 H26A 0.9300 . ?
C27' C26' 1.388(14) . ?
C27' H27B 0.9300 . ?
C26' H26B 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C19 C18 C17 116.7(3) . . ?
C19 C18 C21 121.4(4) . . ?
C17 C18 C21 121.9(4) . . ?
C18 C19 C20 119.8(4) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C15 O4 Ni1 138.0(3) . 2_756 ?
O5 C15 O4 126.4(4) . . ?
O5 C15 C12 118.8(4) . . ?
O4 C15 C12 114.7(4) . . ?
C11 C12 C13 119.0(4) . . ?
C11 C12 C15 120.6(4) . . ?
C13 C12 C15 120.3(4) . . ?
C12 C11 C10 120.5(4) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C9 C10 C11 119.8(4) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C10 C9 C14 119.8(4) . . ?
C10 C9 C8 119.5(4) . . ?
C14 C9 C8 120.7(4) . . ?
O3 C8 C9 122.0(4) . . ?
O3 C8 C3 121.6(4) . . ?
C9 C8 C3 116.2(4) . . ?
O4 Ni1 N1 105.04(13) 2_756 . ?
O4 Ni1 N2 91.81(12) 2_756 8_556 ?
N1 Ni1 N2 92.52(13) . 8_556 ?
O4 Ni1 O2 95.51(12) 2_756 . ?
N1 Ni1 O2 159.45(12) . . ?
N2 Ni1 O2 87.36(11) 8_556 . ?
O4 Ni1 N3 87.35(12) 2_756 . ?
N1 Ni1 N3 93.69(12) . . ?
N2 Ni1 N3 173.74(12) 8_556 . ?
O2 Ni1 N3 86.55(12) . . ?
O4 Ni1 O1 157.07(12) 2_756 . ?
N1 Ni1 O1 97.88(12) . . ?
N2 Ni1 O1 87.96(13) 8_556 . ?
O2 Ni1 O1 61.57(11) . . ?
N3 Ni1 O1 90.40(13) . . ?
C25 C21 C22 116.5(3) . . ?
C25 C21 C18 122.1(3) . . ?
C22 C21 C18 121.4(3) . . ?
C1 O2 Ni1 90.7(2) . . ?
O2 C1 O1 120.3(4) . . ?
O2 C1 C2 118.9(4) . . ?
O1 C1 C2 120.8(4) . . ?
C3 C2 C7 119.2(5) . . ?
C3 C2 C1 120.9(4) . . ?
C7 C2 C1 119.9(5) . . ?
C6 C7 C2 120.5(7) . . ?
C6 C7 H7 119.7 . . ?
C2 C7 H7 119.7 . . ?
C4 C3 C2 119.5(5) . . ?
C4 C3 C8 117.7(5) . . ?
C2 C3 C8 122.8(4) . . ?
C6 C5 C4 120.6(5) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C3 C4 C5 121.1(6) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C5 C6 C7 118.9(7) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 H6 120.6 . . ?
C1 O1 Ni1 87.4(2) . . ?
C14 C13 C12 120.9(4) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C24 N2 C23 116.7(3) . . ?
C24 N2 Ni1 124.9(2) . 8_455 ?
C23 N2 Ni1 118.3(2) . 8_455 ?
N2 C23 C22 123.4(3) . . ?
N2 C23 H23 118.3 . . ?
C22 C23 H23 118.3 . . ?
C23 C22 C21 119.6(3) . . ?
C23 C22 H22 120.2 . . ?
C21 C22 H22 120.2 . . ?
N2 C24 C25 124.1(4) . . ?
N2 C24 H24 118.0 . . ?
C25 C24 H24 118.0 . . ?
C18 C17 C16 120.2(4) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C24 C25 C21 119.6(4) . . ?
C24 C25 H25 120.2 . . ?
C21 C25 H25 120.2 . . ?
C20 N1 C16 117.1(3) . . ?
C20 N1 Ni1 117.4(3) . . ?
C16 N1 Ni1 125.2(3) . . ?
C30 N3 C26 107.3(6) . . ?
C30 N3 C26' 108.3(7) . . ?
C26 N3 C26' 55.6(8) . . ?
C30 N3 Ni1 120.4(3) . . ?
C26 N3 Ni1 127.3(4) . . ?
C26' N3 Ni1 120.5(5) . . ?
N1 C20 C19 124.2(4) . . ?
N1 C20 H20 117.9 . . ?
C19 C20 H20 117.9 . . ?
C13 C14 C9 119.9(4) . . ?
C13 C14 H14 120.0 . . ?
C9 C14 H14 120.0 . . ?
N1 C16 C17 121.9(3) . . ?
N1 C16 H16 119.0 . . ?
C17 C16 H16 119.0 . . ?
C29 C28 C27 110.5(6) . . ?
C29 C28 C27' 108.0(6) . . ?
C27 C28 C27' 55.5(8) . . ?
C29 C28 C28 124.1(5) . 5_666 ?
C27 C28 C28 119.7(6) . 5_666 ?
C27' C28 C28 119.7(6) . 5_666 ?
N3 C30 C29 126.0(5) . . ?
N3 C30 H30 117.0 . . ?
C29 C30 H30 117.0 . . ?
C28 C29 C30 120.6(6) . . ?
C28 C29 H29 119.7 . . ?
C30 C29 H29 119.7 . . ?
C28 C27 C26 119.3(8) . . ?
C28 C27 H27A 120.3 . . ?
C26 C27 H27A 120.3 . . ?
N3 C26 C27 125.4(8) . . ?
N3 C26 H26A 117.3 . . ?
C27 C26 H26A 117.3 . . ?
C26' C27' C28 117.8(9) . . ?
C26' C27' H27B 121.1 . . ?
C28 C27' H27B 121.1 . . ?
N3 C26' C27' 121.2(10) . . ?
N3 C26' H26B 119.4 . . ?
C27' C26' H26B 119.4 . . ?

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
C17 C18 C19 C20 0.4(7) . . . . ?
C21 C18 C19 C20 -179.4(5) . . . . ?
Ni1 O4 C15 O5 26.2(7) 2_756 . . . ?
Ni1 O4 C15 C12 -150.8(3) 2_756 . . . ?
O5 C15 C12 C11 -165.8(4) . . . . ?
O4 C15 C12 C11 11.4(5) . . . . ?
O5 C15 C12 C13 11.2(6) . . . . ?
O4 C15 C12 C13 -171.5(4) . . . . ?
C13 C12 C11 C10 -0.9(7) . . . . ?
C15 C12 C11 C10 176.2(4) . . . . ?
C12 C11 C10 C9 -1.1(7) . . . . ?
C11 C10 C9 C14 3.3(7) . . . . ?
C11 C10 C9 C8 -175.7(4) . . . . ?
C10 C9 C8 O3 -9.8(7) . . . . ?
C14 C9 C8 O3 171.2(4) . . . . ?
C10 C9 C8 C3 174.3(4) . . . . ?
C14 C9 C8 C3 -4.7(6) . . . . ?
C19 C18 C21 C25 34.8(7) . . . . ?
C17 C18 C21 C25 -145.0(5) . . . . ?
C19 C18 C21 C22 -144.1(5) . . . . ?
C17 C18 C21 C22 36.1(6) . . . . ?
O4 Ni1 O2 C1 -179.8(2) 2_756 . . . ?
N1 Ni1 O2 C1 1.9(5) . . . . ?
N2 Ni1 O2 C1 -88.2(3) 8_556 . . . ?
N3 Ni1 O2 C1 93.2(3) . . . . ?
O1 Ni1 O2 C1 0.9(2) . . . . ?
Ni1 O2 C1 O1 -1.5(4) . . . . ?
Ni1 O2 C1 C2 177.8(4) . . . . ?
O2 C1 C2 C3 8.7(7) . . . . ?
O1 C1 C2 C3 -172.0(4) . . . . ?
O2 C1 C2 C7 -172.0(5) . . . . ?
O1 C1 C2 C7 7.3(8) . . . . ?
C3 C2 C7 C6 0.4(11) . . . . ?
C1 C2 C7 C6 -178.9(7) . . . . ?
C7 C2 C3 C4 -3.1(8) . . . . ?
C1 C2 C3 C4 176.2(5) . . . . ?
C7 C2 C3 C8 178.0(5) . . . . ?
C1 C2 C3 C8 -2.7(7) . . . . ?
O3 C8 C3 C4 -75.3(6) . . . . ?
C9 C8 C3 C4 100.5(5) . . . . ?
O3 C8 C3 C2 103.5(6) . . . . ?
C9 C8 C3 C2 -80.6(5) . . . . ?
C2 C3 C4 C5 3.3(8) . . . . ?
C8 C3 C4 C5 -177.8(5) . . . . ?
C6 C5 C4 C3 -0.6(11) . . . . ?
C4 C5 C6 C7 -2.2(13) . . . . ?
C2 C7 C6 C5 2.3(13) . . . . ?
O2 C1 O1 Ni1 1.5(4) . . . . ?
C2 C1 O1 Ni1 -177.8(4) . . . . ?
O4 Ni1 O1 C1 -2.6(4) 2_756 . . . ?
N1 Ni1 O1 C1 179.5(2) . . . . ?
N2 Ni1 O1 C1 87.2(3) 8_556 . . . ?
O2 Ni1 O1 C1 -0.9(2) . . . . ?
N3 Ni1 O1 C1 -86.7(3) . . . . ?
C11 C12 C13 C14 0.7(6) . . . . ?
C15 C12 C13 C14 -176.4(4) . . . . ?
C24 N2 C23 C22 -2.5(6) . . . . ?
Ni1 N2 C23 C22 -179.7(3) 8_455 . . . ?
N2 C23 C22 C21 1.9(7) . . . . ?
C25 C21 C22 C23 0.5(6) . . . . ?
C18 C21 C22 C23 179.5(4) . . . . ?
C23 N2 C24 C25 0.7(7) . . . . ?
Ni1 N2 C24 C25 177.7(3) 8_455 . . . ?
C19 C18 C17 C16 -0.9(7) . . . . ?
C21 C18 C17 C16 178.9(4) . . . . ?
N2 C24 C25 C21 1.7(7) . . . . ?
C22 C21 C25 C24 -2.2(6) . . . . ?
C18 C21 C25 C24 178.9(4) . . . . ?
O4 Ni1 N1 C20 -150.9(3) 2_756 . . . ?
N2 Ni1 N1 C20 116.6(4) 8_556 . . . ?
O2 Ni1 N1 C20 27.4(5) . . . . ?
N3 Ni1 N1 C20 -62.6(4) . . . . ?
O1 Ni1 N1 C20 28.3(4) . . . . ?
O4 Ni1 N1 C16 34.8(4) 2_756 . . . ?
N2 Ni1 N1 C16 -57.8(4) 8_556 . . . ?
O2 Ni1 N1 C16 -147.0(4) . . . . ?
N3 Ni1 N1 C16 123.0(4) . . . . ?
O1 Ni1 N1 C16 -146.1(4) . . . . ?
O4 Ni1 N3 C30 -37.2(5) 2_756 . . . ?
N1 Ni1 N3 C30 -142.1(5) . . . . ?
N2 Ni1 N3 C30 45.2(14) 8_556 . . . ?
O2 Ni1 N3 C30 58.5(5) . . . . ?
O1 Ni1 N3 C30 120.0(5) . . . . ?
O4 Ni1 N3 C26 114.7(10) 2_756 . . . ?
N1 Ni1 N3 C26 9.8(11) . . . . ?
N2 Ni1 N3 C26 -162.9(14) 8_556 . . . ?
O2 Ni1 N3 C26 -149.6(10) . . . . ?
O1 Ni1 N3 C26 -88.1(10) . . . . ?
O4 Ni1 N3 C26' -177.4(10) 2_756 . . . ?
N1 Ni1 N3 C26' 77.7(10) . . . . ?
N2 Ni1 N3 C26' -95.0(15) 8_556 . . . ?
O2 Ni1 N3 C26' -81.7(10) . . . . ?
O1 Ni1 N3 C26' -20.3(10) . . . . ?
C16 N1 C20 C19 -0.2(8) . . . . ?
Ni1 N1 C20 C19 -175.0(4) . . . . ?
C18 C19 C20 N1 0.1(9) . . . . ?
C12 C13 C14 C9 1.5(7) . . . . ?
C10 C9 C14 C13 -3.5(7) . . . . ?
C8 C9 C14 C13 175.5(4) . . . . ?
C20 N1 C16 C17 -0.3(7) . . . . ?
Ni1 N1 C16 C17 174.0(3) . . . . ?
C18 C17 C16 N1 0.9(7) . . . . ?
C26 N3 C30 C29 25.8(13) . . . . ?
C26' N3 C30 C29 -32.8(13) . . . . ?
Ni1 N3 C30 C29 -177.3(7) . . . . ?
C27 C28 C29 C30 -25.4(14) . . . . ?
C27' C28 C29 C30 33.7(12) . . . . ?
C28 C28 C29 C30 -178.3(8) 5_666 . . . ?
N3 C30 C29 C28 -1.6(15) . . . . ?
C29 C28 C27 C26 26.2(19) . . . . ?
C27' C28 C27 C26 -72.1(15) . . . . ?
C28 C28 C27 C26 -179.5(13) 5_666 . . . ?
C30 N3 C26 C27 -24(2) . . . . ?
C26' N3 C26 C27 76.4(17) . . . . ?
Ni1 N3 C26 C27 -179.0(13) . . . . ?
C28 C27 C26 N3 -1(3) . . . . ?
C29 C28 C27' C26' -31.5(17) . . . . ?
C27 C28 C27' C26' 71.4(14) . . . . ?
C28 C28 C27' C26' 178.9(12) 5_666 . . . ?
C30 N3 C26' C27' 32.3(19) . . . . ?
C26 N3 C26' C27' -66.6(15) . . . . ?
Ni1 N3 C26' C27' 176.7(12) . . . . ?
C28 C27' C26' N3 -1(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        25.10
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.972
_refine_diff_density_min         -0.667
_refine_diff_density_rms         0.150
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_a
_database_code_depnum_ccdc_archive 'CCDC 998927'
_audit_update_record             
;
2014-04-23 deposited with the CCDC.
2015-01-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H20 N2 Ni O7'
_chemical_formula_weight         519.14

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'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   Cc

loop_
_symmetry_equiv_pos_as_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'

_cell_length_a                   9.765
_cell_length_b                   17.154
_cell_length_c                   14.568
_cell_angle_alpha                90.00
_cell_angle_beta                 103.06
_cell_angle_gamma                90.00
_cell_volume                     2377.2
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1072
_exptl_absorpt_coefficient_mu    0.864
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7815
_exptl_absorpt_correction_T_max  0.8194
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5739
_diffrn_reflns_av_R_equivalents  0.0170
_diffrn_reflns_av_sigmaI/netI    0.0511
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.37
_diffrn_reflns_theta_max         25.10
_reflns_number_total             3832
_reflns_number_gt                3721
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.1550P)²+0.0000P] where P=(Fo²+2Fc²)/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   0.91(2)
_refine_ls_number_reflns         3832
_refine_ls_number_parameters     316
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0497
_refine_ls_R_factor_gt           0.0476
_refine_ls_wR_factor_ref         0.1758
_refine_ls_wR_factor_gt          0.1676
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.000
_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 0.8053(6) 1.0956(3) 0.2292(4) 0.0350(11) Uani 1 1 d . . .
H1 H 0.8540 1.0562 0.2066 0.042 Uiso 1 1 calc R . .
C2 C 0.7359(6) 1.1502(4) 0.1666(4) 0.0343(12) Uani 1 1 d . . .
H2 H 0.7383 1.1466 0.1032 0.041 Uiso 1 1 calc R . .
C3 C 0.6634(6) 1.2099(4) 0.1962(4) 0.0330(12) Uani 1 1 d . . .
C4 C 0.6604(8) 1.2108(5) 0.2936(4) 0.0460(16) Uani 1 1 d . . .
H4 H 0.6108 1.2491 0.3176 0.055 Uiso 1 1 calc R . .
C5 C 0.7318(8) 1.1542(4) 0.3508(4) 0.0456(16) Uani 1 1 d . . .
H5 H 0.7295 1.1553 0.4142 0.055 Uiso 1 1 calc R . .
C6 C 1.0976(6) 1.2262(3) 0.6326(4) 0.0299(11) Uani 1 1 d . . .
C7 C 1.1260(7) 1.2175(4) 0.5451(5) 0.0414(14) Uani 1 1 d . . .
H7 H 1.1839 1.2533 0.5244 0.050 Uiso 1 1 calc R . .
C8 C 1.0694(7) 1.1558(4) 0.4868(4) 0.0364(13) Uani 1 1 d . . .
H8 H 1.0907 1.1516 0.4279 0.044 Uiso 1 1 calc R . .
C9 C 0.9551(6) 1.1110(4) 0.5966(4) 0.0397(14) Uani 1 1 d . . .
H9 H 0.8954 1.0749 0.6148 0.048 Uiso 1 1 calc R . .
C10 C 1.0068(7) 1.1701(4) 0.6578(5) 0.0462(15) Uani 1 1 d . . .
H10 H 0.9822 1.1733 0.7157 0.055 Uiso 1 1 calc R . .
C11 C 0.6181(6) 0.9704(4) 0.4302(4) 0.0339(11) Uani 1 1 d . . .
C12 C 0.5077(6) 0.9642(4) 0.4871(4) 0.0338(11) Uani 1 1 d . . .
C13 C 0.4211(6) 0.8983(3) 0.4767(4) 0.0375(12) Uani 1 1 d . . .
H13 H 0.4262 0.8613 0.4309 0.045 Uiso 1 1 calc R . .
C14 C 0.3287(6) 0.8880(4) 0.5342(4) 0.0395(13) Uani 1 1 d . . .
H14 H 0.2758 0.8424 0.5293 0.047 Uiso 1 1 calc R . .
C15 C 0.3130(6) 0.9438(3) 0.5987(4) 0.0343(11) Uani 1 1 d . . .
C16 C 0.3962(9) 1.0117(4) 0.6080(6) 0.0519(19) Uani 1 1 d . . .
H16 H 0.3841 1.0510 0.6495 0.062 Uiso 1 1 calc R . .
C17 C 0.4943(8) 1.0192(4) 0.5558(6) 0.0505(18) Uani 1 1 d . . .
H17 H 0.5544 1.0619 0.5659 0.061 Uiso 1 1 calc R . .
C18 C 0.2135(6) 0.9361(4) 0.6621(4) 0.0343(11) Uani 1 1 d . . .
C19 C 0.1557(5) 0.8561(3) 0.6759(4) 0.0328(11) Uani 1 1 d . . .
C20 C 0.2063(7) 0.8195(4) 0.7612(4) 0.0446(14) Uani 1 1 d . . .
H20 H 0.2721 0.8447 0.8079 0.054 Uiso 1 1 calc R . .
C21 C 0.1600(9) 0.7457(4) 0.7780(5) 0.0575(18) Uani 1 1 d . . .
H21 H 0.1923 0.7220 0.8363 0.069 Uiso 1 1 calc R . .
C22 C 0.0648(8) 0.7073(4) 0.7069(6) 0.0572(18) Uani 1 1 d . . .
H22 H 0.0336 0.6577 0.7176 0.069 Uiso 1 1 calc R . .
C23 C 0.0168(7) 0.7422(4) 0.6211(5) 0.0484(15) Uani 1 1 d . . .
H23 H -0.0443 0.7151 0.5736 0.058 Uiso 1 1 calc R . .
C24 C 0.0580(6) 0.8179(3) 0.6035(4) 0.0335(11) Uani 1 1 d . . .
C25 C -0.0062(6) 0.8588(3) 0.5126(4) 0.0395(13) Uani 1 1 d . . .
N1 N 0.8062(5) 1.0964(3) 0.3209(3) 0.0318(11) Uani 1 1 d . . .
N2 N 0.9855(5) 1.1022(3) 0.5122(4) 0.0301(11) Uani 1 1 d . . .
Ni1 Ni 0.90509(4) 1.01272(3) 0.41698(3) 0.0230(2) Uani 1 1 d . . .
O1 O 0.7281(6) 1.0061(3) 0.4692(4) 0.0339(11) Uani 1 1 d . . .
O2 O 0.5907(5) 0.9401(4) 0.3504(3) 0.0586(14) Uani 1 1 d . . .
O3 O 0.1924(6) 0.9905(3) 0.7128(4) 0.0487(12) Uani 1 1 d . . .
O4 O 0.0013(4) 0.9319(3) 0.5153(3) 0.0323(9) Uani 1 1 d . . .
O5 O -0.0614(9) 0.8190(3) 0.4446(5) 0.098(3) Uani 1 1 d . . .
O1W O 1.1014(6) 1.0136(3) 0.3762(4) 0.0390(12) Uani 1 1 d . . .
H1WA H 1.1503 0.9747 0.4005 0.047 Uiso 1 1 d R . .
H1WB H 1.0868 1.0110 0.3165 0.047 Uiso 1 1 d R . .
O2W O 0.8417(5) 0.9286(3) 0.3146(3) 0.0328(9) Uani 1 1 d . . .
H2WA H 0.8733 0.8846 0.3363 0.039 Uiso 1 1 d R . .
H2WB H 0.7524 0.9273 0.3002 0.039 Uiso 1 1 d R . .


_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 N1 1.333(8) . ?
C1 C2 1.375(8) . ?
C1 H1 0.9300 . ?
C2 C3 1.369(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.427(9) . ?
C3 C6 1.484(7) 4_474 ?
C4 C5 1.364(10) . ?
C4 H4 0.9300 . ?
C5 N1 1.357(9) . ?
C5 H5 0.9300 . ?
C6 C7 1.373(9) . ?
C6 C10 1.412(8) . ?
C6 C3 1.484(7) 4_575 ?
C7 C8 1.391(9) . ?
C7 H7 0.9300 . ?
C8 N2 1.339(8) . ?
C8 H8 0.9300 . ?
C9 N2 1.336(8) . ?
C9 C10 1.369(9) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 O2 1.246(7) . ?
C11 O1 1.255(8) . ?
C11 C12 1.505(8) . ?
C12 C13 1.400(8) . ?
C12 C17 1.402(9) . ?
C13 C14 1.374(8) . ?
C13 H13 0.9300 . ?
C14 C15 1.376(8) . ?
C14 H14 0.9300 . ?
C15 C16 1.409(9) . ?
C15 C18 1.490(8) . ?
C16 C17 1.357(11) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 O3 1.236(8) . ?
C18 C19 1.515(8) . ?
C19 C20 1.380(8) . ?
C19 C24 1.413(8) . ?
C20 C21 1.385(11) . ?
C20 H20 0.9300 . ?
C21 C22 1.392(12) . ?
C21 H21 0.9300 . ?
C22 C23 1.368(10) . ?
C22 H22 0.9300 . ?
C23 C24 1.400(9) . ?
C23 H23 0.9300 . ?
C24 C25 1.506(8) . ?
C25 O5 1.224(8) . ?
C25 O4 1.256(8) . ?
N1 Ni1 2.084(5) . ?
N2 Ni1 2.098(5) . ?
Ni1 O1 2.043(5) . ?
Ni1 O4 2.061(4) 1_655 ?
Ni1 O2W 2.067(4) . ?
Ni1 O1W 2.131(5) . ?
O4 Ni1 2.061(4) 1_455 ?
O1W H1WA 0.8499 . ?
O1W H1WB 0.8501 . ?
O2W H2WA 0.8500 . ?
O2W H2WB 0.8501 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 123.3(5) . . ?
N1 C1 H1 118.4 . . ?
C2 C1 H1 118.4 . . ?
C3 C2 C1 120.8(5) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 116.8(6) . . ?
C2 C3 C6 122.5(5) . 4_474 ?
C4 C3 C6 120.6(5) . 4_474 ?
C5 C4 C3 118.5(6) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
N1 C5 C4 124.1(6) . . ?
N1 C5 H5 117.9 . . ?
C4 C5 H5 117.9 . . ?
C7 C6 C10 115.9(5) . . ?
C7 C6 C3 120.7(5) . 4_575 ?
C10 C6 C3 123.3(5) . 4_575 ?
C6 C7 C8 120.9(5) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 H7 119.5 . . ?
N2 C8 C7 122.5(5) . . ?
N2 C8 H8 118.7 . . ?
C7 C8 H8 118.7 . . ?
N2 C9 C10 123.9(5) . . ?
N2 C9 H9 118.1 . . ?
C10 C9 H9 118.1 . . ?
C9 C10 C6 119.8(6) . . ?
C9 C10 H10 120.1 . . ?
C6 C10 H10 120.1 . . ?
O2 C11 O1 127.4(6) . . ?
O2 C11 C12 117.0(5) . . ?
O1 C11 C12 115.5(5) . . ?
C13 C12 C17 117.9(5) . . ?
C13 C12 C11 119.2(5) . . ?
C17 C12 C11 122.7(5) . . ?
C14 C13 C12 120.1(5) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C13 C14 C15 121.1(5) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 H14 119.4 . . ?
C14 C15 C16 119.4(5) . . ?
C14 C15 C18 123.4(5) . . ?
C16 C15 C18 117.2(5) . . ?
C17 C16 C15 119.2(6) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C16 C17 C12 121.9(6) . . ?
C16 C17 H17 119.0 . . ?
C12 C17 H17 119.0 . . ?
O3 C18 C15 121.5(5) . . ?
O3 C18 C19 119.2(5) . . ?
C15 C18 C19 118.6(5) . . ?
C20 C19 C24 120.3(6) . . ?
C20 C19 C18 117.6(5) . . ?
C24 C19 C18 122.0(5) . . ?
C19 C20 C21 120.7(6) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 H20 119.7 . . ?
C20 C21 C22 119.4(6) . . ?
C20 C21 H21 120.3 . . ?
C22 C21 H21 120.3 . . ?
C23 C22 C21 120.4(6) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C22 C23 C24 121.3(6) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 H23 119.4 . . ?
C23 C24 C19 117.9(5) . . ?
C23 C24 C25 120.9(5) . . ?
C19 C24 C25 121.1(5) . . ?
O5 C25 O4 126.5(6) . . ?
O5 C25 C24 118.1(6) . . ?
O4 C25 C24 115.4(5) . . ?
C1 N1 C5 116.5(5) . . ?
C1 N1 Ni1 124.2(4) . . ?
C5 N1 Ni1 119.2(4) . . ?
C9 N2 C8 116.9(5) . . ?
C9 N2 Ni1 124.3(4) . . ?
C8 N2 Ni1 118.7(4) . . ?
O1 Ni1 O4 89.7(2) . 1_655 ?
O1 Ni1 O2W 95.15(17) . . ?
O4 Ni1 O2W 92.73(14) 1_655 . ?
O1 Ni1 N1 89.2(2) . . ?
O4 Ni1 N1 178.2(2) 1_655 . ?
O2W Ni1 N1 88.7(2) . . ?
O1 Ni1 N2 90.9(2) . . ?
O4 Ni1 N2 89.3(2) 1_655 . ?
O2W Ni1 N2 173.6(2) . . ?
N1 Ni1 N2 89.29(16) . . ?
O1 Ni1 O1W 173.8(3) . . ?
O4 Ni1 O1W 84.31(19) 1_655 . ?
O2W Ni1 O1W 86.88(19) . . ?
N1 Ni1 O1W 96.7(2) . . ?
N2 Ni1 O1W 87.3(2) . . ?
C11 O1 Ni1 124.6(4) . . ?
C25 O4 Ni1 129.4(4) . 1_455 ?
Ni1 O1W H1WA 109.5 . . ?
Ni1 O1W H1WB 109.3 . . ?
H1WA O1W H1WB 109.5 . . ?
Ni1 O2W H2WA 109.1 . . ?
Ni1 O2W H2WB 108.7 . . ?
H2WA O2W H2WB 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 0.5(9) . . . . ?
C1 C2 C3 C4 -1.8(9) . . . . ?
C1 C2 C3 C6 174.6(5) . . . 4_474 ?
C2 C3 C4 C5 1.6(10) . . . . ?
C6 C3 C4 C5 -174.9(7) 4_474 . . . ?
C3 C4 C5 N1 -0.1(12) . . . . ?
C10 C6 C7 C8 -1.1(10) . . . . ?
C3 C6 C7 C8 177.2(6) 4_575 . . . ?
C6 C7 C8 N2 -0.1(11) . . . . ?
N2 C9 C10 C6 0.2(11) . . . . ?
C7 C6 C10 C9 1.0(10) . . . . ?
C3 C6 C10 C9 -177.2(6) 4_575 . . . ?
O2 C11 C12 C13 32.4(8) . . . . ?
O1 C11 C12 C13 -147.8(6) . . . . ?
O2 C11 C12 C17 -152.6(7) . . . . ?
O1 C11 C12 C17 27.1(9) . . . . ?
C17 C12 C13 C14 -1.3(9) . . . . ?
C11 C12 C13 C14 173.9(6) . . . . ?
C12 C13 C14 C15 3.9(9) . . . . ?
C13 C14 C15 C16 -1.9(10) . . . . ?
C13 C14 C15 C18 179.4(6) . . . . ?
C14 C15 C16 C17 -2.7(12) . . . . ?
C18 C15 C16 C17 176.1(7) . . . . ?
C15 C16 C17 C12 5.4(14) . . . . ?
C13 C12 C17 C16 -3.4(12) . . . . ?
C11 C12 C17 C16 -178.4(8) . . . . ?
C14 C15 C18 O3 -173.0(6) . . . . ?
C16 C15 C18 O3 8.2(10) . . . . ?
C14 C15 C18 C19 17.0(8) . . . . ?
C16 C15 C18 C19 -161.7(6) . . . . ?
O3 C18 C19 C20 -63.3(7) . . . . ?
C15 C18 C19 C20 106.9(6) . . . . ?
O3 C18 C19 C24 119.4(6) . . . . ?
C15 C18 C19 C24 -70.4(7) . . . . ?
C24 C19 C20 C21 -1.4(9) . . . . ?
C18 C19 C20 C21 -178.8(6) . . . . ?
C19 C20 C21 C22 2.0(11) . . . . ?
C20 C21 C22 C23 -0.2(12) . . . . ?
C21 C22 C23 C24 -2.1(12) . . . . ?
C22 C23 C24 C19 2.6(10) . . . . ?
C22 C23 C24 C25 -173.8(7) . . . . ?
C20 C19 C24 C23 -0.9(8) . . . . ?
C18 C19 C24 C23 176.4(5) . . . . ?
C20 C19 C24 C25 175.6(6) . . . . ?
C18 C19 C24 C25 -7.2(8) . . . . ?
C23 C24 C25 O5 -21.4(11) . . . . ?
C19 C24 C25 O5 162.3(7) . . . . ?
C23 C24 C25 O4 157.7(6) . . . . ?
C19 C24 C25 O4 -18.7(8) . . . . ?
C2 C1 N1 C5 1.1(9) . . . . ?
C2 C1 N1 Ni1 178.1(5) . . . . ?
C4 C5 N1 C1 -1.2(11) . . . . ?
C4 C5 N1 Ni1 -178.4(6) . . . . ?
C10 C9 N2 C8 -1.3(10) . . . . ?
C10 C9 N2 Ni1 -179.2(5) . . . . ?
C7 C8 N2 C9 1.3(10) . . . . ?
C7 C8 N2 Ni1 179.3(5) . . . . ?
C1 N1 Ni1 O1 -133.2(5) . . . . ?
C5 N1 Ni1 O1 43.7(5) . . . . ?
C1 N1 Ni1 O4 175(7) . . . 1_655 ?
C5 N1 Ni1 O4 -8(7) . . . 1_655 ?
C1 N1 Ni1 O2W -38.0(5) . . . . ?
C5 N1 Ni1 O2W 138.9(5) . . . . ?
C1 N1 Ni1 N2 135.9(5) . . . . ?
C5 N1 Ni1 N2 -47.2(6) . . . . ?
C1 N1 Ni1 O1W 48.7(5) . . . . ?
C5 N1 Ni1 O1W -134.4(5) . . . . ?
C9 N2 Ni1 O1 28.3(5) . . . . ?
C8 N2 Ni1 O1 -149.5(5) . . . . ?
C9 N2 Ni1 O4 -61.4(5) . . . 1_655 ?
C8 N2 Ni1 O4 120.7(5) . . . 1_655 ?
C9 N2 Ni1 O2W -170.4(16) . . . . ?
C8 N2 Ni1 O2W 12(2) . . . . ?
C9 N2 Ni1 N1 117.5(5) . . . . ?
C8 N2 Ni1 N1 -60.4(5) . . . . ?
C9 N2 Ni1 O1W -145.7(6) . . . . ?
C8 N2 Ni1 O1W 36.4(5) . . . . ?
O2 C11 O1 Ni1 -8.0(10) . . . . ?
C12 C11 O1 Ni1 172.3(4) . . . . ?
O4 Ni1 O1 C11 -103.9(5) 1_655 . . . ?
O2W Ni1 O1 C11 -11.2(5) . . . . ?
N1 Ni1 O1 C11 77.4(5) . . . . ?
N2 Ni1 O1 C11 166.7(5) . . . . ?
O1W Ni1 O1 C11 -120.1(16) . . . . ?
O5 C25 O4 Ni1 9.0(11) . . . 1_455 ?
C24 C25 O4 Ni1 -169.9(4) . . . 1_455 ?

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        25.10
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         0.465
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.095
####################################################################### 
# 
# 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
_database_code_depnum_ccdc_archive 'CCDC 998928'
_audit_update_record             
;
2014-04-23 deposited with the CCDC.
2015-01-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H12 N Ni O5'
_chemical_formula_weight         405.02

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           ?
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.406(4)
_cell_length_b                   9.512(3)
_cell_length_c                   11.655(4)
_cell_angle_alpha                75.580(6)
_cell_angle_beta                 80.947(6)
_cell_angle_gamma                66.329(6)
_cell_volume                     923.1(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.457
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             414
_exptl_absorpt_coefficient_mu    1.081
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8376
_exptl_absorpt_correction_T_max  0.9090
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4548
_diffrn_reflns_av_R_equivalents  0.0287
_diffrn_reflns_av_sigmaI/netI    0.0568
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.81
_diffrn_reflns_theta_max         25.10
_reflns_number_total             3175
_reflns_number_gt                2666
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.3400P)²+0.0000P] where P=(Fo²+2Fc²)/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_number_reflns         3175
_refine_ls_number_parameters     244
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1180
_refine_ls_R_factor_gt           0.0874
_refine_ls_wR_factor_ref         0.3773
_refine_ls_wR_factor_gt          0.3104
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.065
_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 0.9491(10) 0.7846(10) 0.4402(8) 0.0267(19) Uani 1 1 d . . .
C2 C 0.9133(9) 0.6878(9) 0.3726(7) 0.0223(17) Uani 1 1 d . . .
C3 C 0.9805(11) 0.6651(11) 0.2629(8) 0.029(2) Uani 1 1 d . . .
H3A H 1.0552 0.7073 0.2305 0.035 Uiso 1 1 calc R . .
C4 C 0.9453(10) 0.5852(10) 0.1981(8) 0.0271(19) Uani 1 1 d . . .
H4A H 0.9961 0.5713 0.1242 0.033 Uiso 1 1 calc R . .
C5 C 0.8314(9) 0.5240(9) 0.2443(6) 0.0170(15) Uani 1 1 d . . .
C6 C 0.7556(11) 0.5467(11) 0.3567(7) 0.0266(19) Uani 1 1 d . . .
H6A H 0.6767 0.5097 0.3872 0.032 Uiso 1 1 calc R . .
C7 C 0.8000(11) 0.6241(11) 0.4201(7) 0.0268(19) Uani 1 1 d . . .
H7A H 0.7545 0.6346 0.4960 0.032 Uiso 1 1 calc R . .
C8 C 0.7838(9) 0.4445(10) 0.1712(7) 0.0211(17) Uani 1 1 d . . .
C9 C 0.6413(10) 0.4072(10) 0.2088(6) 0.0210(17) Uani 1 1 d . . .
C10 C 0.5118(11) 0.4939(12) 0.1422(8) 0.033(2) Uani 1 1 d . . .
H10A H 0.5171 0.5728 0.0779 0.040 Uiso 1 1 calc R . .
C11 C 0.3747(11) 0.4659(14) 0.1688(8) 0.039(2) Uani 1 1 d . . .
H11A H 0.2899 0.5261 0.1229 0.047 Uiso 1 1 calc R . .
C12 C 0.3643(11) 0.3468(12) 0.2650(8) 0.035(2) Uani 1 1 d . . .
H12A H 0.2735 0.3267 0.2829 0.042 Uiso 1 1 calc R . .
C13 C 0.4901(11) 0.2609(12) 0.3317(8) 0.031(2) Uani 1 1 d . . .
H13A H 0.4821 0.1836 0.3964 0.038 Uiso 1 1 calc R . .
C14 C 0.6304(10) 0.2844(10) 0.3066(7) 0.0237(18) Uani 1 1 d . . .
C15 C 0.7672(10) 0.1847(10) 0.3782(7) 0.0231(17) Uani 1 1 d . . .
C16 C 0.6055(12) 1.0642(14) 0.7386(9) 0.045(3) Uani 1 1 d . . .
H16A H 0.5663 1.1179 0.6649 0.054 Uiso 1 1 calc R . .
C17 C 0.5037(14) 1.0777(15) 0.8363(10) 0.059(4) Uani 1 1 d . . .
H17A H 0.3999 1.1443 0.8283 0.070 Uiso 1 1 calc R . .
C18 C 0.5533(10) 0.9946(10) 0.9448(7) 0.028(2) Uani 1 1 d . . .
C19 C 0.7087(14) 0.906(2) 0.9482(11) 0.101(8) Uani 1 1 d . . .
H19A H 0.7515 0.8504 1.0204 0.121 Uiso 1 1 calc R . .
C20 C 0.8034(14) 0.900(2) 0.8429(11) 0.100(7) Uani 1 1 d U . .
H20A H 0.9076 0.8333 0.8469 0.120 Uiso 1 1 calc R . .
N1 N 0.7553(8) 0.9802(9) 0.7423(7) 0.0251(16) Uani 1 1 d . . .
Ni1 Ni 0.90323(10) 0.97375(11) 0.59469(7) 0.0173(5) Uani 1 1 d . . .
O1 O 0.8839(8) 0.8000(8) 0.5384(6) 0.0340(16) Uani 1 1 d . . .
O2 O 1.0436(8) 0.8477(8) 0.3854(6) 0.0380(17) Uani 1 1 d . . .
O3 O 0.8519(8) 0.4215(10) 0.0742(6) 0.0406(18) Uani 1 1 d . . .
O4 O 0.8992(6) 0.1732(7) 0.3287(5) 0.0250(13) Uani 1 1 d . . .
O5 O 0.7415(7) 0.1232(8) 0.4820(5) 0.0315(15) Uani 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.225(11) . ?
C1 O2 1.272(11) . ?
C1 C2 1.508(11) . ?
C2 C3 1.362(12) . ?
C2 C7 1.405(12) . ?
C3 C4 1.350(12) . ?
C3 H3A 0.9300 . ?
C4 C5 1.393(11) . ?
C4 H4A 0.9300 . ?
C5 C6 1.412(11) . ?
C5 C8 1.488(11) . ?
C6 C7 1.371(12) . ?
C6 H6A 0.9300 . ?
C7 H7A 0.9300 . ?
C8 O3 1.232(10) . ?
C8 C9 1.495(11) . ?
C9 C10 1.393(12) . ?
C9 C14 1.438(11) . ?
C10 C11 1.393(13) . ?
C10 H10A 0.9300 . ?
C11 C12 1.404(14) . ?
C11 H11A 0.9300 . ?
C12 C13 1.367(13) . ?
C12 H12A 0.9300 . ?
C13 C14 1.401(12) . ?
C13 H13A 0.9300 . ?
C14 C15 1.488(12) . ?
C15 O5 1.239(10) . ?
C15 O4 1.259(10) . ?
C16 N1 1.313(12) . ?
C16 C17 1.364(16) . ?
C16 H16A 0.9300 . ?
C17 C18 1.355(13) . ?
C17 H17A 0.9300 . ?
C18 C19 1.363(15) . ?
C18 C18 1.499(16) 2_677 ?
C19 C20 1.398(18) . ?
C19 H19A 0.9300 . ?
C20 N1 1.268(14) . ?
C20 H20A 0.9300 . ?
N1 Ni1 2.032(7) . ?
Ni1 O1 2.003(6) . ?
Ni1 O4 2.005(6) 2_766 ?
Ni1 O5 2.005(6) 1_565 ?
Ni1 O2 2.025(6) 2_776 ?
Ni1 Ni1 2.7115(19) 2_776 ?
O2 Ni1 2.025(6) 2_776 ?
O4 Ni1 2.005(6) 2_766 ?
O5 Ni1 2.005(6) 1_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
O1 C1 O2 125.9(8) . . ?
O1 C1 C2 119.1(8) . . ?
O2 C1 C2 114.9(8) . . ?
C3 C2 C7 117.4(8) . . ?
C3 C2 C1 122.8(8) . . ?
C7 C2 C1 119.7(7) . . ?
C4 C3 C2 124.0(8) . . ?
C4 C3 H3A 118.0 . . ?
C2 C3 H3A 118.0 . . ?
C3 C4 C5 118.7(8) . . ?
C3 C4 H4A 120.7 . . ?
C5 C4 H4A 120.7 . . ?
C4 C5 C6 119.7(7) . . ?
C4 C5 C8 119.5(7) . . ?
C6 C5 C8 120.7(7) . . ?
C7 C6 C5 119.0(8) . . ?
C7 C6 H6A 120.5 . . ?
C5 C6 H6A 120.5 . . ?
C6 C7 C2 121.1(8) . . ?
C6 C7 H7A 119.4 . . ?
C2 C7 H7A 119.4 . . ?
O3 C8 C5 120.9(7) . . ?
O3 C8 C9 119.0(7) . . ?
C5 C8 C9 119.8(7) . . ?
C10 C9 C14 117.8(8) . . ?
C10 C9 C8 117.7(7) . . ?
C14 C9 C8 124.5(7) . . ?
C11 C10 C9 121.9(9) . . ?
C11 C10 H10A 119.0 . . ?
C9 C10 H10A 119.0 . . ?
C10 C11 C12 120.0(9) . . ?
C10 C11 H11A 120.0 . . ?
C12 C11 H11A 120.0 . . ?
C13 C12 C11 118.8(9) . . ?
C13 C12 H12A 120.6 . . ?
C11 C12 H12A 120.6 . . ?
C12 C13 C14 122.7(9) . . ?
C12 C13 H13A 118.7 . . ?
C14 C13 H13A 118.7 . . ?
C13 C14 C9 118.7(8) . . ?
C13 C14 C15 121.3(8) . . ?
C9 C14 C15 119.9(7) . . ?
O5 C15 O4 125.5(8) . . ?
O5 C15 C14 117.5(8) . . ?
O4 C15 C14 117.0(7) . . ?
N1 C16 C17 124.1(10) . . ?
N1 C16 H16A 118.0 . . ?
C17 C16 H16A 118.0 . . ?
C18 C17 C16 120.2(10) . . ?
C18 C17 H17A 119.9 . . ?
C16 C17 H17A 119.9 . . ?
C17 C18 C19 115.5(9) . . ?
C17 C18 C18 122.4(11) . 2_677 ?
C19 C18 C18 122.0(11) . 2_677 ?
C18 C19 C20 119.9(10) . . ?
C18 C19 H19A 120.1 . . ?
C20 C19 H19A 120.1 . . ?
N1 C20 C19 123.6(10) . . ?
N1 C20 H20A 118.2 . . ?
C19 C20 H20A 118.2 . . ?
C20 N1 C16 116.5(9) . . ?
C20 N1 Ni1 121.2(7) . . ?
C16 N1 Ni1 122.3(7) . . ?
O1 Ni1 O4 91.5(3) . 2_766 ?
O1 Ni1 O5 87.2(3) . 1_565 ?
O4 Ni1 O5 165.8(2) 2_766 1_565 ?
O1 Ni1 O2 166.0(3) . 2_776 ?
O4 Ni1 O2 87.4(3) 2_766 2_776 ?
O5 Ni1 O2 90.5(3) 1_565 2_776 ?
O1 Ni1 N1 99.6(3) . . ?
O4 Ni1 N1 98.3(3) 2_766 . ?
O5 Ni1 N1 95.9(3) 1_565 . ?
O2 Ni1 N1 94.4(3) 2_776 . ?
O1 Ni1 Ni1 92.7(2) . 2_776 ?
O4 Ni1 Ni1 84.15(16) 2_766 2_776 ?
O5 Ni1 Ni1 81.75(18) 1_565 2_776 ?
O2 Ni1 Ni1 73.3(2) 2_776 2_776 ?
N1 Ni1 Ni1 167.4(2) . 2_776 ?
C1 O1 Ni1 112.8(6) . . ?
C1 O2 Ni1 134.1(6) . 2_776 ?
C15 O4 Ni1 122.3(5) . 2_766 ?
C15 O5 Ni1 125.8(6) . 1_545 ?

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
O1 C1 C2 C3 179.9(9) . . . . ?
O2 C1 C2 C3 2.0(13) . . . . ?
O1 C1 C2 C7 3.4(13) . . . . ?
O2 C1 C2 C7 -174.4(8) . . . . ?
C7 C2 C3 C4 -0.3(15) . . . . ?
C1 C2 C3 C4 -176.8(9) . . . . ?
C2 C3 C4 C5 1.2(14) . . . . ?
C3 C4 C5 C6 0.1(13) . . . . ?
C3 C4 C5 C8 176.1(8) . . . . ?
C4 C5 C6 C7 -2.4(13) . . . . ?
C8 C5 C6 C7 -178.3(8) . . . . ?
C5 C6 C7 C2 3.4(14) . . . . ?
C3 C2 C7 C6 -2.1(14) . . . . ?
C1 C2 C7 C6 174.5(8) . . . . ?
C4 C5 C8 O3 5.6(12) . . . . ?
C6 C5 C8 O3 -178.5(9) . . . . ?
C4 C5 C8 C9 -167.7(7) . . . . ?
C6 C5 C8 C9 8.2(11) . . . . ?
O3 C8 C9 C10 -64.5(12) . . . . ?
C5 C8 C9 C10 108.9(9) . . . . ?
O3 C8 C9 C14 113.2(10) . . . . ?
C5 C8 C9 C14 -73.4(11) . . . . ?
C14 C9 C10 C11 0.9(13) . . . . ?
C8 C9 C10 C11 178.7(9) . . . . ?
C9 C10 C11 C12 -0.3(15) . . . . ?
C10 C11 C12 C13 0.6(15) . . . . ?
C11 C12 C13 C14 -1.4(15) . . . . ?
C12 C13 C14 C9 2.0(13) . . . . ?
C12 C13 C14 C15 -177.6(8) . . . . ?
C10 C9 C14 C13 -1.7(12) . . . . ?
C8 C9 C14 C13 -179.3(8) . . . . ?
C10 C9 C14 C15 177.9(8) . . . . ?
C8 C9 C14 C15 0.3(12) . . . . ?
C13 C14 C15 O5 -26.3(12) . . . . ?
C9 C14 C15 O5 154.1(8) . . . . ?
C13 C14 C15 O4 155.4(8) . . . . ?
C9 C14 C15 O4 -24.2(11) . . . . ?
N1 C16 C17 C18 -4(2) . . . . ?
C16 C17 C18 C19 3(2) . . . . ?
C16 C17 C18 C18 179.7(13) . . . 2_677 ?
C17 C18 C19 C20 -3(3) . . . . ?
C18 C18 C19 C20 -179.9(18) 2_677 . . . ?
C18 C19 C20 N1 4(3) . . . . ?
C19 C20 N1 C16 -5(3) . . . . ?
C19 C20 N1 Ni1 176.4(17) . . . . ?
C17 C16 N1 C20 5(2) . . . . ?
C17 C16 N1 Ni1 -176.6(11) . . . . ?
C20 N1 Ni1 O1 91.5(13) . . . . ?
C16 N1 Ni1 O1 -87.2(9) . . . . ?
C20 N1 Ni1 O4 -1.4(14) . . . 2_766 ?
C16 N1 Ni1 O4 179.9(8) . . . 2_766 ?
C20 N1 Ni1 O5 179.6(13) . . . 1_565 ?
C16 N1 Ni1 O5 1.0(9) . . . 1_565 ?
C20 N1 Ni1 O2 -89.4(13) . . . 2_776 ?
C16 N1 Ni1 O2 91.9(9) . . . 2_776 ?
C20 N1 Ni1 Ni1 -101.7(16) . . . 2_776 ?
C16 N1 Ni1 Ni1 79.6(14) . . . 2_776 ?
O2 C1 O1 Ni1 12.4(13) . . . . ?
C2 C1 O1 Ni1 -165.2(6) . . . . ?
O4 Ni1 O1 C1 -89.7(7) 2_766 . . . ?
O5 Ni1 O1 C1 76.1(7) 1_565 . . . ?
O2 Ni1 O1 C1 -4.7(15) 2_776 . . . ?
N1 Ni1 O1 C1 171.6(7) . . . . ?
Ni1 Ni1 O1 C1 -5.5(7) 2_776 . . . ?
O1 C1 O2 Ni1 -15.6(16) . . . 2_776 ?
C2 C1 O2 Ni1 162.1(6) . . . 2_776 ?
O5 C15 O4 Ni1 8.6(12) . . . 2_766 ?
C14 C15 O4 Ni1 -173.3(5) . . . 2_766 ?
O4 C15 O5 Ni1 -5.8(13) . . . 1_545 ?
C14 C15 O5 Ni1 176.0(5) . . . 1_545 ?

_diffrn_measured_fraction_theta_max 0.962
_diffrn_reflns_theta_full        25.10
_diffrn_measured_fraction_theta_full 0.962
_refine_diff_density_max         1.808
_refine_diff_density_min         -2.003
_refine_diff_density_rms         0.371
####################################################################### 
# 
# 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
_database_code_depnum_ccdc_archive 'CCDC 998929'
_audit_update_record             
;
2014-04-23 deposited with the CCDC.
2015-01-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H16 N2 Ni O5'
_chemical_formula_weight         483.11

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           ?
_symmetry_space_group_name_H-M   Cc

loop_
_symmetry_equiv_pos_as_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'

_cell_length_a                   9.883(7)
_cell_length_b                   18.292(13)
_cell_length_c                   13.048(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.748(8)
_cell_angle_gamma                90.00
_cell_volume                     2301(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             992
_exptl_absorpt_coefficient_mu    0.881
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7779
_exptl_absorpt_correction_T_max  0.8163
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4975
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_sigmaI/netI    0.0749
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.23
_diffrn_reflns_theta_max         25.09
_reflns_number_total             3321
_reflns_number_gt                2867
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0900P)²+13.4240P] where P=(Fo²+2Fc²)/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   0.85(3)
_refine_ls_number_reflns         3321
_refine_ls_number_parameters     298
_refine_ls_number_restraints     200
_refine_ls_R_factor_all          0.0766
_refine_ls_R_factor_gt           0.0657
_refine_ls_wR_factor_ref         0.1768
_refine_ls_wR_factor_gt          0.1676
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      0.987
_refine_ls_shift/su_max          0.000
_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 0.2114(8) 0.9816(5) 0.6158(7) 0.0388(18) Uani 1 1 d U . .
C2 C 0.0850(8) 0.9538(5) 0.6559(7) 0.0393(19) Uani 1 1 d U . .
C3 C -0.0009(9) 0.9020(5) 0.5959(8) 0.051(2) Uani 1 1 d U . .
H3 H 0.0134 0.8882 0.5305 0.061 Uiso 1 1 calc R . .
C4 C -0.1065(9) 0.8714(6) 0.6336(8) 0.051(2) Uani 1 1 d U . .
H4 H -0.1628 0.8367 0.5928 0.061 Uiso 1 1 calc R . .
C5 C -0.1334(8) 0.8906(5) 0.7320(7) 0.044(2) Uani 1 1 d U . .
C6 C -0.0518(10) 0.9457(5) 0.7903(7) 0.051(2) Uani 1 1 d U . .
H6 H -0.0712 0.9625 0.8528 0.061 Uiso 1 1 calc R . .
C7 C 0.0601(10) 0.9751(5) 0.7526(7) 0.047(2) Uani 1 1 d U . .
H7 H 0.1181 1.0093 0.7930 0.056 Uiso 1 1 calc R . .
C8 C -0.2386(9) 0.8522(5) 0.7781(8) 0.050(2) Uani 1 1 d U . .
C9 C -0.3381(9) 0.8015(5) 0.7103(8) 0.048(2) Uani 1 1 d U . .
C10 C -0.3442(13) 0.7272(6) 0.7384(10) 0.069(3) Uani 1 1 d U . .
H10 H -0.2840 0.7099 0.7986 0.083 Uiso 1 1 calc R . .
C11 C -0.4350(14) 0.6811(6) 0.6799(13) 0.078(4) Uani 1 1 d U . .
H11 H -0.4377 0.6329 0.7022 0.094 Uiso 1 1 calc R . .
C12 C -0.5218(12) 0.7016(6) 0.5910(11) 0.068(3) Uani 1 1 d U . .
H12 H -0.5813 0.6677 0.5511 0.082 Uiso 1 1 calc R . .
C13 C -0.5224(10) 0.7738(6) 0.5587(9) 0.057(3) Uani 1 1 d U . .
H13 H -0.5826 0.7887 0.4970 0.068 Uiso 1 1 calc R . .
C14 C -0.4331(8) 0.8239(5) 0.6185(7) 0.0374(18) Uani 1 1 d U . .
C15 C -0.4552(8) 0.9052(4) 0.5944(6) 0.0328(17) Uani 1 1 d U . .
C16 C 0.5828(11) 1.1013(5) 0.7457(7) 0.052(2) Uani 1 1 d U . .
H16 H 0.5540 1.0611 0.7789 0.062 Uiso 1 1 calc R . .
C17 C 0.6441(12) 1.1599(5) 0.8069(7) 0.055(3) Uani 1 1 d U . .
H17 H 0.6566 1.1584 0.8797 0.067 Uiso 1 1 calc R . .
C18 C 0.6863(8) 1.2204(5) 0.7588(7) 0.039(2) Uani 1 1 d U . .
C19 C 0.6651(8) 1.2194(5) 0.6507(7) 0.0416(19) Uani 1 1 d U . .
H19 H 0.6901 1.2593 0.6147 0.050 Uiso 1 1 calc R . .
C20 C 0.6056(9) 1.1577(5) 0.5964(7) 0.0411(19) Uani 1 1 d U . .
H20 H 0.5952 1.1572 0.5238 0.049 Uiso 1 1 calc R . .
C21 C 0.3779(9) 1.1040(4) 0.3607(6) 0.0390(19) Uani 1 1 d U . .
H21 H 0.4360 1.0701 0.3392 0.047 Uiso 1 1 calc R . .
C22 C 0.3326(9) 1.1643(5) 0.2958(6) 0.0410(19) Uani 1 1 d U . .
H22 H 0.3647 1.1713 0.2347 0.049 Uiso 1 1 calc R . .
C23 C 0.2402(8) 1.2132(4) 0.3231(6) 0.0348(18) Uani 1 1 d U . .
C24 C 0.2014(12) 1.1989(6) 0.4156(8) 0.062(3) Uani 1 1 d U . .
H24 H 0.1413 1.2311 0.4384 0.075 Uiso 1 1 calc R . .
C25 C 0.2477(12) 1.1394(6) 0.4752(8) 0.061(3) Uani 1 1 d U . .
H25 H 0.2132 1.1302 0.5348 0.074 Uiso 1 1 calc R . .
N1 N 0.5636(8) 1.1007(4) 0.6400(5) 0.0394(16) Uani 1 1 d U . .
N2 N 0.3414(7) 1.0933(4) 0.4512(5) 0.0337(15) Uani 1 1 d U . .
Ni1 Ni 0.42392(8) 1.02030(5) 0.56700(7) 0.0321(3) Uani 1 1 d U . .
O1 O 0.2761(6) 1.0352(3) 0.6630(5) 0.0395(14) Uani 1 1 d U . .
O2 O 0.2405(7) 0.9521(4) 0.5396(5) 0.0527(16) Uani 1 1 d U . .
O3 O -0.2396(10) 0.8580(6) 0.8710(6) 0.087(3) Uani 1 1 d U . .
O4 O -0.4708(6) 0.9304(3) 0.5039(5) 0.0471(15) Uani 1 1 d U . .
O5 O -0.4722(6) 0.9420(3) 0.6706(4) 0.0415(14) Uani 1 1 d U . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O2 1.220(11) . ?
C1 O1 1.257(10) . ?
C1 C2 1.543(12) . ?
C2 C3 1.393(13) . ?
C2 C7 1.394(13) . ?
C3 C4 1.367(13) . ?
C3 H3 0.9300 . ?
C4 C5 1.411(13) . ?
C4 H4 0.9300 . ?
C5 C6 1.405(13) . ?
C5 C8 1.487(12) . ?
C6 C7 1.413(13) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 O3 1.219(13) . ?
C8 C9 1.493(14) . ?
C9 C14 1.410(13) . ?
C9 C10 1.412(14) . ?
C10 C11 1.341(18) . ?
C10 H10 0.9300 . ?
C11 C12 1.335(18) . ?
C11 H11 0.9300 . ?
C12 C13 1.387(16) . ?
C12 H12 0.9300 . ?
C13 C14 1.386(13) . ?
C13 H13 0.9300 . ?
C14 C15 1.525(12) . ?
C15 O5 1.243(10) . ?
C15 O4 1.246(10) . ?
C15 Ni1 2.409(8) 1_455 ?
C16 N1 1.350(11) . ?
C16 C17 1.394(13) . ?
C16 H16 0.9300 . ?
C17 C18 1.380(13) . ?
C17 H17 0.9300 . ?
C18 C19 1.380(12) . ?
C18 C23 1.506(11) 4_575 ?
C19 C20 1.392(12) . ?
C19 H19 0.9300 . ?
C20 N1 1.299(12) . ?
C20 H20 0.9300 . ?
C21 N2 1.323(11) . ?
C21 C22 1.402(12) . ?
C21 H21 0.9300 . ?
C22 C23 1.380(12) . ?
C22 H22 0.9300 . ?
C23 C24 1.370(12) . ?
C23 C18 1.506(11) 4_474 ?
C24 C25 1.358(15) . ?
C24 H24 0.9300 . ?
C25 N2 1.339(12) . ?
C25 H25 0.9300 . ?
N1 Ni1 2.096(7) . ?
N2 Ni1 2.047(7) . ?
Ni1 O5 2.078(6) 1_655 ?
Ni1 O1 2.141(5) . ?
Ni1 O2 2.165(7) . ?
Ni1 O4 2.201(6) 1_655 ?
Ni1 C15 2.409(8) 1_655 ?
O4 Ni1 2.201(6) 1_455 ?
O5 Ni1 2.078(6) 1_455 ?

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
O2 C1 O1 124.0(8) . . ?
O2 C1 C2 119.0(8) . . ?
O1 C1 C2 117.0(7) . . ?
C3 C2 C7 119.5(8) . . ?
C3 C2 C1 118.2(8) . . ?
C7 C2 C1 122.2(8) . . ?
C4 C3 C2 119.7(9) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C3 C4 C5 122.5(9) . . ?
C3 C4 H4 118.7 . . ?
C5 C4 H4 118.7 . . ?
C6 C5 C4 118.1(8) . . ?
C6 C5 C8 119.2(8) . . ?
C4 C5 C8 122.7(9) . . ?
C5 C6 C7 119.0(9) . . ?
C5 C6 H6 120.5 . . ?
C7 C6 H6 120.5 . . ?
C2 C7 C6 121.1(9) . . ?
C2 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
O3 C8 C5 121.4(9) . . ?
O3 C8 C9 119.6(9) . . ?
C5 C8 C9 118.8(8) . . ?
C14 C9 C10 116.3(10) . . ?
C14 C9 C8 123.4(8) . . ?
C10 C9 C8 120.3(9) . . ?
C11 C10 C9 121.3(12) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C12 C11 C10 122.6(11) . . ?
C12 C11 H11 118.7 . . ?
C10 C11 H11 118.7 . . ?
C11 C12 C13 119.4(10) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 H12 120.3 . . ?
C12 C13 C14 120.0(11) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 C9 120.5(9) . . ?
C13 C14 C15 118.9(8) . . ?
C9 C14 C15 119.8(8) . . ?
O5 C15 O4 123.2(8) . . ?
O5 C15 C14 113.8(7) . . ?
O4 C15 C14 122.6(7) . . ?
O5 C15 Ni1 59.6(4) . 1_455 ?
O4 C15 Ni1 65.3(4) . 1_455 ?
C14 C15 Ni1 157.9(5) . 1_455 ?
N1 C16 C17 122.5(8) . . ?
N1 C16 H16 118.8 . . ?
C17 C16 H16 118.8 . . ?
C18 C17 C16 119.5(8) . . ?
C18 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
C19 C18 C17 117.6(8) . . ?
C19 C18 C23 122.3(7) . 4_575 ?
C17 C18 C23 119.8(8) . 4_575 ?
C18 C19 C20 118.8(8) . . ?
C18 C19 H19 120.6 . . ?
C20 C19 H19 120.6 . . ?
N1 C20 C19 124.7(8) . . ?
N1 C20 H20 117.7 . . ?
C19 C20 H20 117.7 . . ?
N2 C21 C22 122.8(7) . . ?
N2 C21 H21 118.6 . . ?
C22 C21 H21 118.6 . . ?
C23 C22 C21 119.6(7) . . ?
C23 C22 H22 120.2 . . ?
C21 C22 H22 120.2 . . ?
C24 C23 C22 115.7(8) . . ?
C24 C23 C18 120.7(8) . 4_474 ?
C22 C23 C18 123.5(7) . 4_474 ?
C25 C24 C23 122.2(8) . . ?
C25 C24 H24 118.9 . . ?
C23 C24 H24 118.9 . . ?
N2 C25 C24 122.2(8) . . ?
N2 C25 H25 118.9 . . ?
C24 C25 H25 118.9 . . ?
C20 N1 C16 117.0(8) . . ?
C20 N1 Ni1 127.3(6) . . ?
C16 N1 Ni1 113.6(6) . . ?
C21 N2 C25 117.1(7) . . ?
C21 N2 Ni1 127.8(6) . . ?
C25 N2 Ni1 114.9(6) . . ?
N2 Ni1 O5 171.5(3) . 1_655 ?
N2 Ni1 N1 89.6(3) . . ?
O5 Ni1 N1 90.4(3) 1_655 . ?
N2 Ni1 O1 97.8(3) . . ?
O5 Ni1 O1 90.6(2) 1_655 . ?
N1 Ni1 O1 96.3(3) . . ?
N2 Ni1 O2 94.1(3) . . ?
O5 Ni1 O2 89.2(2) 1_655 . ?
N1 Ni1 O2 157.4(3) . . ?
O1 Ni1 O2 61.0(2) . . ?
N2 Ni1 O4 110.8(3) . 1_655 ?
O5 Ni1 O4 61.4(2) 1_655 1_655 ?
N1 Ni1 O4 112.1(3) . 1_655 ?
O1 Ni1 O4 139.0(2) . 1_655 ?
O2 Ni1 O4 87.4(3) . 1_655 ?
N2 Ni1 C15 141.6(3) . 1_655 ?
O5 Ni1 C15 31.1(2) 1_655 1_655 ?
N1 Ni1 C15 106.9(3) . 1_655 ?
O1 Ni1 C15 113.9(2) . 1_655 ?
O2 Ni1 C15 83.7(3) . 1_655 ?
O4 Ni1 C15 30.9(2) 1_655 1_655 ?
C1 O1 Ni1 87.3(5) . . ?
C1 O2 Ni1 87.1(5) . . ?
C15 O4 Ni1 83.8(5) . 1_455 ?
C15 O5 Ni1 89.3(5) . 1_455 ?

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
O2 C1 C2 C3 -7.7(12) . . . . ?
O1 C1 C2 C3 170.4(8) . . . . ?
O2 C1 C2 C7 168.0(8) . . . . ?
O1 C1 C2 C7 -13.9(12) . . . . ?
C7 C2 C3 C4 -1.5(13) . . . . ?
C1 C2 C3 C4 174.3(8) . . . . ?
C2 C3 C4 C5 0.3(15) . . . . ?
C3 C4 C5 C6 3.1(14) . . . . ?
C3 C4 C5 C8 -173.6(9) . . . . ?
C4 C5 C6 C7 -5.2(13) . . . . ?
C8 C5 C6 C7 171.6(8) . . . . ?
C3 C2 C7 C6 -0.7(13) . . . . ?
C1 C2 C7 C6 -176.3(8) . . . . ?
C5 C6 C7 C2 4.1(13) . . . . ?
C6 C5 C8 O3 -13.0(15) . . . . ?
C4 C5 C8 O3 163.6(10) . . . . ?
C6 C5 C8 C9 171.5(8) . . . . ?
C4 C5 C8 C9 -11.9(13) . . . . ?
O3 C8 C9 C14 123.2(11) . . . . ?
C5 C8 C9 C14 -61.2(12) . . . . ?
O3 C8 C9 C10 -54.6(14) . . . . ?
C5 C8 C9 C10 121.0(10) . . . . ?
C14 C9 C10 C11 0.5(15) . . . . ?
C8 C9 C10 C11 178.4(10) . . . . ?
C9 C10 C11 C12 1.9(19) . . . . ?
C10 C11 C12 C13 -2.2(18) . . . . ?
C11 C12 C13 C14 0.2(15) . . . . ?
C12 C13 C14 C9 2.1(13) . . . . ?
C12 C13 C14 C15 -167.6(8) . . . . ?
C10 C9 C14 C13 -2.4(12) . . . . ?
C8 C9 C14 C13 179.7(8) . . . . ?
C10 C9 C14 C15 167.3(8) . . . . ?
C8 C9 C14 C15 -10.6(12) . . . . ?
C13 C14 C15 O5 122.6(8) . . . . ?
C9 C14 C15 O5 -47.2(10) . . . . ?
C13 C14 C15 O4 -49.4(11) . . . . ?
C9 C14 C15 O4 140.7(8) . . . . ?
C13 C14 C15 Ni1 55.3(18) . . . 1_455 ?
C9 C14 C15 Ni1 -114.6(14) . . . 1_455 ?
N1 C16 C17 C18 0.6(16) . . . . ?
C16 C17 C18 C19 0.0(15) . . . . ?
C16 C17 C18 C23 174.3(9) . . . 4_575 ?
C17 C18 C19 C20 -1.3(13) . . . . ?
C23 C18 C19 C20 -175.4(8) 4_575 . . . ?
C18 C19 C20 N1 2.3(14) . . . . ?
N2 C21 C22 C23 -3.6(13) . . . . ?
C21 C22 C23 C24 1.3(13) . . . . ?
C21 C22 C23 C18 179.7(8) . . . 4_474 ?
C22 C23 C24 C25 -1.8(17) . . . . ?
C18 C23 C24 C25 179.7(10) 4_474 . . . ?
C23 C24 C25 N2 4.5(19) . . . . ?
C19 C20 N1 C16 -1.8(14) . . . . ?
C19 C20 N1 Ni1 160.6(7) . . . . ?
C17 C16 N1 C20 0.3(15) . . . . ?
C17 C16 N1 Ni1 -164.5(8) . . . . ?
C22 C21 N2 C25 6.0(13) . . . . ?
C22 C21 N2 Ni1 -167.8(6) . . . . ?
C24 C25 N2 C21 -6.4(16) . . . . ?
C24 C25 N2 Ni1 168.2(10) . . . . ?
C21 N2 Ni1 O5 2(2) . . . 1_655 ?
C25 N2 Ni1 O5 -171.9(16) . . . 1_655 ?
C21 N2 Ni1 N1 91.8(7) . . . . ?
C25 N2 Ni1 N1 -82.1(8) . . . . ?
C21 N2 Ni1 O1 -171.9(7) . . . . ?
C25 N2 Ni1 O1 14.2(8) . . . . ?
C21 N2 Ni1 O2 -110.6(7) . . . . ?
C25 N2 Ni1 O2 75.5(7) . . . . ?
C21 N2 Ni1 O4 -21.8(8) . . . 1_655 ?
C25 N2 Ni1 O4 164.3(7) . . . 1_655 ?
C21 N2 Ni1 C15 -25.5(9) . . . 1_655 ?
C25 N2 Ni1 C15 160.6(7) . . . 1_655 ?
C20 N1 Ni1 N2 -23.6(8) . . . . ?
C16 N1 Ni1 N2 139.3(7) . . . . ?
C20 N1 Ni1 O5 147.9(8) . . . 1_655 ?
C16 N1 Ni1 O5 -49.2(7) . . . 1_655 ?
C20 N1 Ni1 O1 -121.4(8) . . . . ?
C16 N1 Ni1 O1 41.5(7) . . . . ?
C20 N1 Ni1 O2 -123.2(8) . . . . ?
C16 N1 Ni1 O2 39.6(11) . . . . ?
C20 N1 Ni1 O4 88.8(8) . . . 1_655 ?
C16 N1 Ni1 O4 -108.3(7) . . . 1_655 ?
C20 N1 Ni1 C15 121.2(8) . . . 1_655 ?
C16 N1 Ni1 C15 -75.9(7) . . . 1_655 ?
O2 C1 O1 Ni1 -7.8(9) . . . . ?
C2 C1 O1 Ni1 174.2(6) . . . . ?
N2 Ni1 O1 C1 94.5(5) . . . . ?
O5 Ni1 O1 C1 -84.6(5) 1_655 . . . ?
N1 Ni1 O1 C1 -175.1(5) . . . . ?
O2 Ni1 O1 C1 4.1(5) . . . . ?
O4 Ni1 O1 C1 -40.3(6) 1_655 . . . ?
C15 Ni1 O1 C1 -63.4(6) 1_655 . . . ?
O1 C1 O2 Ni1 7.7(9) . . . . ?
C2 C1 O2 Ni1 -174.3(7) . . . . ?
N2 Ni1 O2 C1 -101.0(5) . . . . ?
O5 Ni1 O2 C1 86.9(5) 1_655 . . . ?
N1 Ni1 O2 C1 -2.2(10) . . . . ?
O1 Ni1 O2 C1 -4.3(5) . . . . ?
O4 Ni1 O2 C1 148.3(5) 1_655 . . . ?
C15 Ni1 O2 C1 117.5(5) 1_655 . . . ?
O5 C15 O4 Ni1 -14.9(8) . . . 1_455 ?
C14 C15 O4 Ni1 156.4(7) . . . 1_455 ?
O4 C15 O5 Ni1 15.7(8) . . . 1_455 ?
C14 C15 O5 Ni1 -156.3(6) . . . 1_455 ?

_diffrn_measured_fraction_theta_max 0.974
_diffrn_reflns_theta_full        25.09
_diffrn_measured_fraction_theta_full 0.974
_refine_diff_density_max         1.090
_refine_diff_density_min         -0.545
_refine_diff_density_rms         0.126
