# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_ddb

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C35 H30 Br2 N4 Ni2 O8'
_chemical_formula_weight         911.87

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   10.0658(7)
_cell_length_b                   15.3720(10)
_cell_length_c                   11.0263(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.7650(10)
_cell_angle_gamma                90.00
_cell_volume                     1704.1(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1379
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      21.07

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.777
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             916
_exptl_absorpt_coefficient_mu    3.509
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6036
_exptl_absorpt_correction_T_max  0.6782
_exptl_absorpt_process_details   ?

_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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8252
_diffrn_reflns_av_R_equivalents  0.0491
_diffrn_reflns_av_sigmaI/netI    0.0580
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.27
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2994
_reflns_number_gt                2152
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0748P)²+0.0792P] 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         2994
_refine_ls_number_parameters     223
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0774
_refine_ls_R_factor_gt           0.0500
_refine_ls_wR_factor_ref         0.1389
_refine_ls_wR_factor_gt          0.1278
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.074
_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
Ni1 Ni 0.39378(6) 0.51488(4) 0.41228(6) 0.0225(2) Uani 1 1 d . . .
Br1 Br 0.22239(6) 0.55788(5) 0.26163(6) 0.0550(3) Uani 1 1 d . . .
O1 O 0.2942(4) 0.4286(3) 0.5111(4) 0.0428(11) Uani 1 1 d . . .
O2 O 0.4602(4) 0.4088(3) 0.6482(4) 0.0450(11) Uani 1 1 d . . .
O3 O -0.0268(4) 0.0857(3) 0.8231(4) 0.0450(11) Uani 1 1 d . . .
O4 O 0.1400(4) 0.1052(3) 0.9593(4) 0.0435(11) Uani 1 1 d . . .
C1 C 0.3467(6) 0.3918(3) 0.6001(5) 0.0283(12) Uani 1 1 d . . .
C2 C 0.0790(6) 0.1214(3) 0.8609(5) 0.0268(12) Uani 1 1 d . . .
C3 C 0.2717(5) 0.3200(3) 0.6598(5) 0.0253(12) Uani 1 1 d . . .
C4 C 0.1584(5) 0.3371(3) 0.7181(5) 0.0327(14) Uani 1 1 d . . .
H4A H 0.1241 0.3933 0.7170 0.039 Uiso 1 1 calc R . .
C5 C 0.0929(5) 0.2716(3) 0.7796(5) 0.0326(13) Uani 1 1 d . . .
H5A H 0.0155 0.2848 0.8185 0.039 Uiso 1 1 calc R . .
C6 C 0.1406(5) 0.1890(3) 0.7832(5) 0.0283(12) Uani 1 1 d . . .
C7 C 0.2512(6) 0.1671(4) 0.7154(5) 0.0358(14) Uani 1 1 d . . .
C8 C 0.2940(7) 0.0805(4) 0.7049(7) 0.060(2) Uani 1 1 d . . .
H8A H 0.2502 0.0366 0.7450 0.072 Uiso 1 1 calc R . .
C9 C 0.3994(8) 0.0599(5) 0.6363(8) 0.077(3) Uani 1 1 d . . .
H9A H 0.4248 0.0021 0.6289 0.093 Uiso 1 1 calc R . .
C10 C 0.4688(9) 0.1241(5) 0.5777(9) 0.090(3) Uani 1 1 d . . .
H10A H 0.5408 0.1092 0.5322 0.108 Uiso 1 1 calc R . .
C11 C 0.4310(7) 0.2100(4) 0.5868(7) 0.068(2) Uani 1 1 d . . .
H11A H 0.4790 0.2530 0.5491 0.081 Uiso 1 1 calc R . .
C12 C 0.3184(5) 0.2331(3) 0.6540(5) 0.0333(14) Uani 1 1 d . . .
N1 N 0.4956(15) 0.1462(8) -0.0574(15) 0.077(5) Uiso 0.50 1 d PD . .
N2 N 0.4637(14) 0.2859(8) -0.0404(13) 0.053(4) Uiso 0.50 1 d PD . .
N3 N 0.5262(13) 0.5960(8) 0.0122(13) 0.071(4) Uiso 0.50 1 d PD . .
N4 N 0.5566(18) 0.7352(9) 0.0243(18) 0.085(6) Uiso 0.50 1 d PD . .
C13 C 0.4809(19) 0.0501(11) -0.0332(17) 0.084(5) Uiso 0.50 1 d P . .
H13A H 0.4083 0.0414 0.0188 0.125 Uiso 0.50 1 d PR . .
H13B H 0.4641 0.0188 -0.1077 0.125 Uiso 0.50 1 d PR . .
H13C H 0.5617 0.0292 0.0065 0.125 Uiso 0.50 1 d PR . .
C14 C 0.4190(13) 0.2069(8) -0.0046(13) 0.064(4) Uiso 0.50 1 d PD . .
H14A H 0.3475 0.1960 0.0480 0.076 Uiso 0.50 1 d PR . .
C15 C 0.5647(13) 0.2714(8) -0.1165(13) 0.069(4) Uiso 0.50 1 d PD . .
H15A H 0.6133 0.3159 -0.1564 0.083 Uiso 0.50 1 d PR . .
C16 C 0.5862(14) 0.1860(8) -0.1267(14) 0.076(5) Uiso 0.50 1 d PD . .
H16A H 0.6515 0.1585 -0.1744 0.091 Uiso 0.50 1 d PR . .
C17 C 0.395(2) 0.3657(10) -0.004(2) 0.096(6) Uiso 0.50 1 d PD . .
H17A H 0.3851 0.3652 0.0819 0.115 Uiso 0.50 1 d PR . .
H17B H 0.3077 0.3690 -0.0440 0.115 Uiso 0.50 1 d PR . .
C18 C 0.469(3) 0.4436(16) -0.041(3) 0.176(14) Uiso 0.50 1 d PD . .
H18A H 0.4419 0.4608 -0.1226 0.211 Uiso 0.50 1 d PR . .
H18B H 0.5616 0.4297 -0.0397 0.211 Uiso 0.50 1 d PR . .
C19 C 0.457(3) 0.5160(13) 0.042(3) 0.154(11) Uiso 0.50 1 d PD . .
H19A H 0.3639 0.5299 0.0397 0.185 Uiso 0.50 1 d PR . .
H19B H 0.4828 0.4984 0.1231 0.185 Uiso 0.50 1 d PR . .
C20 C 0.6309(15) 0.6163(9) -0.0560(16) 0.086(6) Uiso 0.50 1 d PD . .
H20A H 0.6853 0.5760 -0.0980 0.103 Uiso 0.50 1 d PR . .
C21 C 0.6411(15) 0.7039(9) -0.0570(15) 0.086(5) Uiso 0.50 1 d PD . .
H21A H 0.6994 0.7377 -0.1048 0.103 Uiso 0.50 1 d PR . .
C22 C 0.4831(15) 0.6688(9) 0.0691(14) 0.073(5) Uiso 0.50 1 d PD . .
H22A H 0.4156 0.6727 0.1275 0.087 Uiso 0.50 1 d PR . .
C23 C 0.513(3) 0.821(2) 0.060(3) 0.140(12) Uiso 0.50 1 d P . .
H23A H 0.5703 0.8630 0.0251 0.210 Uiso 0.50 1 d PR . .
H23B H 0.4233 0.8300 0.0296 0.210 Uiso 0.50 1 d PR . .
H23C H 0.5174 0.8274 0.1470 0.210 Uiso 0.50 1 d PR . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O1 2.014(4) . ?
Ni1 O3 2.018(4) 4_665 ?
Ni1 O2 2.019(4) 3_666 ?
Ni1 O4 2.024(4) 2_556 ?
Ni1 Br1 2.4282(9) . ?
Ni1 Ni1 2.8504(13) 3_666 ?
O1 C1 1.230(7) . ?
O2 C1 1.263(7) . ?
O2 Ni1 2.019(4) 3_666 ?
O3 C2 1.252(6) . ?
O3 Ni1 2.018(4) 4_566 ?
O4 C2 1.245(6) . ?
O4 Ni1 2.024(4) 2_546 ?
C1 C3 1.506(7) . ?
C2 C6 1.500(7) . ?
C3 C4 1.361(7) . ?
C3 C12 1.418(7) . ?
C4 C5 1.397(7) . ?
C4 H4A 0.9300 . ?
C5 C6 1.358(7) . ?
C5 H5A 0.9300 . ?
C6 C7 1.412(7) . ?
C7 C8 1.407(8) . ?
C7 C12 1.410(7) . ?
C8 C9 1.369(9) . ?
C8 H8A 0.9300 . ?
C9 C10 1.386(10) . ?
C9 H9A 0.9300 . ?
C10 C11 1.379(9) . ?
C10 H10A 0.9300 . ?
C11 C12 1.428(8) . ?
C11 H11A 0.9300 . ?
N1 C23 0.51(4) 3_665 ?
N1 C14 1.360(9) . ?
N1 C16 1.362(9) . ?
N1 C13 1.510(19) . ?
N2 N4 0.427(16) 3_665 ?
N2 C22 0.943(16) 3_665 ?
N2 C14 1.360(9) . ?
N2 C15 1.368(9) . ?
N2 C17 1.473(9) . ?
N2 C21 1.549(18) 3_665 ?
N2 C23 1.68(3) 3_665 ?
N2 N3 1.843(16) 3_665 ?
N3 C18 0.69(3) 3_665 ?
N3 C17 1.00(2) 3_665 ?
N3 C20 1.360(9) . ?
N3 C22 1.364(9) . ?
N3 C19 1.458(10) . ?
N3 C19 1.83(3) 3_665 ?
N3 N2 1.843(16) 3_665 ?
N4 N2 0.427(16) 3_665 ?
N4 C14 0.951(15) 3_665 ?
N4 C21 1.354(9) . ?
N4 C22 1.367(9) . ?
N4 C23 1.45(3) . ?
N4 C15 1.629(19) 3_665 ?
N4 C17 1.65(2) 3_665 ?
C13 C13 1.74(3) 3_655 ?
C13 C23 2.01(3) 3_665 ?
C13 H13A 0.9600 . ?
C13 H13B 0.9602 . ?
C13 H13C 0.9600 . ?
C14 N4 0.951(15) 3_665 ?
C14 C23 1.03(3) 3_665 ?
C14 C21 1.66(2) 3_665 ?
C14 H14A 0.9600 . ?
C15 C22 1.172(17) 3_665 ?
C15 C16 1.336(9) . ?
C15 N4 1.629(19) 3_665 ?
C15 C23 1.75(3) 3_665 ?
C15 H15A 0.9601 . ?
C16 C23 1.27(3) 3_665 ?
C16 H16A 0.9599 . ?
C17 C20 0.78(2) 3_665 ?
C17 N3 1.00(2) 3_665 ?
C17 C21 1.32(2) 3_665 ?
C17 C18 1.478(10) . ?
C17 C22 1.55(2) 3_665 ?
C17 N4 1.65(2) 3_665 ?
C17 H17A 0.9599 . ?
C17 H17B 0.9600 . ?
C18 N3 0.69(3) 3_665 ?
C18 C19 0.97(3) 3_665 ?
C18 C19 1.450(10) . ?
C18 C20 1.76(3) 3_665 ?
C18 C22 1.83(3) 3_665 ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C19 C18 0.97(3) 3_665 ?
C19 C19 1.39(6) 3_665 ?
C19 N3 1.83(3) 3_665 ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C20 C17 0.78(2) 3_665 ?
C20 C21 1.351(9) . ?
C20 C18 1.76(3) 3_665 ?
C20 H20A 0.9599 . ?
C21 C17 1.32(2) 3_665 ?
C21 N2 1.549(18) 3_665 ?
C21 C14 1.66(2) 3_665 ?
C21 H21A 0.9601 . ?
C22 N2 0.943(16) 3_665 ?
C22 C15 1.172(17) 3_665 ?
C22 C17 1.55(2) 3_665 ?
C22 C18 1.83(3) 3_665 ?
C22 H22A 0.9600 . ?
C23 N1 0.51(4) 3_665 ?
C23 C14 1.03(3) 3_665 ?
C23 C16 1.27(3) 3_665 ?
C23 N2 1.68(3) 3_665 ?
C23 C15 1.75(3) 3_665 ?
C23 C13 2.01(3) 3_665 ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9601 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ni1 O3 88.74(18) . 4_665 ?
O1 Ni1 O2 161.91(17) . 3_666 ?
O3 Ni1 O2 88.43(18) 4_665 3_666 ?
O1 Ni1 O4 88.22(18) . 2_556 ?
O3 Ni1 O4 161.92(17) 4_665 2_556 ?
O2 Ni1 O4 88.95(18) 3_666 2_556 ?
O1 Ni1 Br1 101.17(13) . . ?
O3 Ni1 Br1 99.21(13) 4_665 . ?
O2 Ni1 Br1 96.92(12) 3_666 . ?
O4 Ni1 Br1 98.86(12) 2_556 . ?
O1 Ni1 Ni1 84.48(12) . 3_666 ?
O3 Ni1 Ni1 84.61(13) 4_665 3_666 ?
O2 Ni1 Ni1 77.47(12) 3_666 3_666 ?
O4 Ni1 Ni1 77.36(12) 2_556 3_666 ?
Br1 Ni1 Ni1 173.19(4) . 3_666 ?
C1 O1 Ni1 121.9(4) . . ?
C1 O2 Ni1 129.8(4) . 3_666 ?
C2 O3 Ni1 121.6(4) . 4_566 ?
C2 O4 Ni1 130.8(4) . 2_546 ?
O1 C1 O2 125.8(5) . . ?
O1 C1 C3 118.7(5) . . ?
O2 C1 C3 115.5(5) . . ?
O4 C2 O3 125.4(5) . . ?
O4 C2 C6 115.8(5) . . ?
O3 C2 C6 118.8(5) . . ?
C4 C3 C12 119.4(5) . . ?
C4 C3 C1 120.9(5) . . ?
C12 C3 C1 119.7(4) . . ?
C3 C4 C5 121.1(5) . . ?
C3 C4 H4A 119.5 . . ?
C5 C4 H4A 119.5 . . ?
C6 C5 C4 120.9(5) . . ?
C6 C5 H5A 119.5 . . ?
C4 C5 H5A 119.5 . . ?
C5 C6 C7 119.6(5) . . ?
C5 C6 C2 120.6(4) . . ?
C7 C6 C2 119.8(4) . . ?
C8 C7 C12 119.1(5) . . ?
C8 C7 C6 121.4(5) . . ?
C12 C7 C6 119.5(5) . . ?
C9 C8 C7 120.8(6) . . ?
C9 C8 H8A 119.6 . . ?
C7 C8 H8A 119.6 . . ?
C8 C9 C10 121.0(6) . . ?
C8 C9 H9A 119.5 . . ?
C10 C9 H9A 119.5 . . ?
C11 C10 C9 120.0(6) . . ?
C11 C10 H10A 120.0 . . ?
C9 C10 H10A 120.0 . . ?
C10 C11 C12 120.4(6) . . ?
C10 C11 H11A 119.8 . . ?
C12 C11 H11A 119.8 . . ?
C7 C12 C3 119.2(4) . . ?
C7 C12 C11 118.7(5) . . ?
C3 C12 C11 122.1(5) . . ?
C23 N1 C14 42(4) 3_665 . ?
C23 N1 C16 69(4) 3_665 . ?
C14 N1 C16 109.9(9) . . ?
C23 N1 C13 163(4) 3_665 . ?
C14 N1 C13 122.2(12) . . ?
C16 N1 C13 127.8(12) . . ?
N4 N2 C22 173(6) 3_665 3_665 ?
N4 N2 C14 14(2) 3_665 . ?
C22 N2 C14 163.4(15) 3_665 . ?
N4 N2 C15 121(3) 3_665 . ?
C22 N2 C15 57.5(11) 3_665 . ?
C14 N2 C15 107.4(8) . . ?
N4 N2 C17 106(3) 3_665 . ?
C22 N2 C17 76.1(14) 3_665 . ?
C14 N2 C17 119.9(12) . . ?
C15 N2 C17 132.5(13) . . ?
N4 N2 C21 56(2) 3_665 3_665 ?
C22 N2 C21 125.2(14) 3_665 3_665 ?
C14 N2 C21 69.1(9) . 3_665 ?
C15 N2 C21 173.3(15) . 3_665 ?
C17 N2 C21 51.9(10) . 3_665 ?
N4 N2 C23 52(3) 3_665 3_665 ?
C22 N2 C23 126.5(15) 3_665 3_665 ?
C14 N2 C23 38.1(11) . 3_665 ?
C15 N2 C23 69.3(12) . 3_665 ?
C17 N2 C23 157.2(16) . 3_665 ?
C21 N2 C23 107.1(14) 3_665 3_665 ?
N4 N2 N3 135(3) 3_665 3_665 ?
C22 N2 N3 45.7(8) 3_665 3_665 ?
C14 N2 N3 147.8(10) . 3_665 ?
C15 N2 N3 103.1(10) . 3_665 ?
C17 N2 N3 32.7(9) . 3_665 ?
C21 N2 N3 79.5(7) 3_665 3_665 ?
C23 N2 N3 168.7(16) 3_665 3_665 ?
C18 N3 C17 121(4) 3_665 3_665 ?
C18 N3 C20 115(3) 3_665 . ?
C17 N3 C20 34.3(13) 3_665 . ?
C18 N3 C22 122(4) 3_665 . ?
C17 N3 C22 80.2(12) 3_665 . ?
C20 N3 C22 109.8(9) . . ?
C18 N3 C19 35(3) 3_665 . ?
C17 N3 C19 155(2) 3_665 . ?
C20 N3 C19 135.1(15) . . ?
C22 N3 C19 115.0(14) . . ?
C18 N3 C19 47(3) 3_665 3_665 ?
C17 N3 C19 116.0(15) 3_665 3_665 ?
C20 N3 C19 87.1(11) . 3_665 ?
C22 N3 C19 163.1(13) . 3_665 ?
C19 N3 C19 48.2(19) . 3_665 ?
C18 N3 N2 142(4) 3_665 3_665 ?
C17 N3 N2 52.9(9) 3_665 3_665 ?
C20 N3 N2 80.2(8) . 3_665 ?
C22 N3 N2 29.7(6) . 3_665 ?
C19 N3 N2 144.7(13) . 3_665 ?
C19 N3 N2 167.1(13) 3_665 3_665 ?
N2 N4 C14 160(4) 3_665 3_665 ?
N2 N4 C21 109(3) 3_665 . ?
C14 N4 C21 90.2(15) 3_665 . ?
N2 N4 C22 5(4) 3_665 . ?
C14 N4 C22 158.7(17) 3_665 . ?
C21 N4 C22 110.0(9) . . ?
N2 N4 C23 115(3) 3_665 . ?
C14 N4 C23 45.4(14) 3_665 . ?
C21 N4 C23 135.4(18) . . ?
C22 N4 C23 113.8(17) . . ?
N2 N4 C15 46(2) 3_665 3_665 ?
C14 N4 C15 114.3(14) 3_665 3_665 ?
C21 N4 C15 154.8(12) . 3_665 ?
C22 N4 C15 45.0(8) . 3_665 ?
C23 N4 C15 69.0(15) . 3_665 ?
N2 N4 C17 59(2) 3_665 3_665 ?
C14 N4 C17 140.3(18) 3_665 3_665 ?
C21 N4 C17 51.3(9) . 3_665 ?
C22 N4 C17 61.0(10) . 3_665 ?
C23 N4 C17 172(2) . 3_665 ?
C15 N4 C17 105.2(12) 3_665 3_665 ?
N1 C13 C13 157(2) . 3_655 ?
N1 C13 C23 4.3(11) . 3_665 ?
C13 C13 C23 158(2) 3_655 3_665 ?
N1 C13 H13A 109.1 . . ?
C13 C13 H13A 77.5 3_655 . ?
C23 C13 H13A 104.9 3_665 . ?
N1 C13 H13B 110.7 . . ?
C13 C13 H13B 86.7 3_655 . ?
C23 C13 H13B 111.9 3_665 . ?
H13A C13 H13B 109.5 . . ?
N1 C13 H13C 108.7 . . ?
C13 C13 H13C 49.2 3_655 . ?
C23 C13 H13C 111.6 3_665 . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N4 C14 C23 94(2) 3_665 3_665 ?
N4 C14 N1 112.7(14) 3_665 . ?
C23 C14 N1 19(2) 3_665 . ?
N4 C14 N2 6.1(11) 3_665 . ?
C23 C14 N2 88(2) 3_665 . ?
N1 C14 N2 106.6(8) . . ?
N4 C14 C21 54.8(11) 3_665 3_665 ?
C23 C14 C21 148(2) 3_665 3_665 ?
N1 C14 C21 165.7(11) . 3_665 ?
N2 C14 C21 60.8(8) . 3_665 ?
N4 C14 H14A 120.8 3_665 . ?
C23 C14 H14A 145.3 3_665 . ?
N1 C14 H14A 126.6 . . ?
N2 C14 H14A 126.8 . . ?
C21 C14 H14A 66.3 3_665 . ?
C22 C15 C16 151.6(12) 3_665 . ?
C22 C15 N2 42.7(8) 3_665 . ?
C16 C15 N2 109.9(9) . . ?
C22 C15 N4 55.6(8) 3_665 3_665 ?
C16 C15 N4 96.9(8) . 3_665 ?
N2 C15 N4 13.0(6) . 3_665 ?
C22 C15 C23 106.2(13) 3_665 3_665 ?
C16 C15 C23 46.3(11) . 3_665 ?
N2 C15 C23 63.7(11) . 3_665 ?
N4 C15 C23 50.7(10) 3_665 3_665 ?
C22 C15 H15A 82.8 3_665 . ?
C16 C15 H15A 125.0 . . ?
N2 C15 H15A 125.1 . . ?
N4 C15 H15A 138.1 3_665 . ?
C23 C15 H15A 170.9 3_665 . ?
C23 C16 C15 84.2(16) 3_665 . ?
C23 C16 N1 22.1(16) 3_665 . ?
C15 C16 N1 106.2(9) . . ?
C23 C16 H16A 148.9 3_665 . ?
C15 C16 H16A 126.7 . . ?
N1 C16 H16A 127.1 . . ?
C20 C17 N3 99(2) 3_665 3_665 ?
C20 C17 C21 75.0(18) 3_665 3_665 ?
N3 C17 C21 139(2) 3_665 3_665 ?
C20 C17 N2 135(3) 3_665 . ?
N3 C17 N2 94.5(15) 3_665 . ?
C21 C17 N2 67.0(11) 3_665 . ?
C20 C17 C18 98(2) 3_665 . ?
N3 C17 C18 23.5(19) 3_665 . ?
C21 C17 C18 161(3) 3_665 . ?
N2 C17 C18 110.4(18) . . ?
C20 C17 C22 145(3) 3_665 3_665 ?
N3 C17 C22 60.3(11) 3_665 3_665 ?
C21 C17 C22 101.6(12) 3_665 3_665 ?
N2 C17 C22 36.3(7) . 3_665 ?
C18 C17 C22 74.2(16) . 3_665 ?
C20 C17 N4 124(2) 3_665 3_665 ?
N3 C17 N4 107.4(16) 3_665 3_665 ?
C21 C17 N4 52.9(7) 3_665 3_665 ?
N2 C17 N4 14.4(7) . 3_665 ?
C18 C17 N4 124.7(18) . 3_665 ?
C22 C17 N4 50.6(6) 3_665 3_665 ?
C20 C17 H17A 25.9 3_665 . ?
N3 C17 H17A 102.0 3_665 . ?
C21 C17 H17A 56.4 3_665 . ?
N2 C17 H17A 109.4 . . ?
C18 C17 H17A 110.8 . . ?
C22 C17 H17A 125.0 3_665 . ?
N4 C17 H17A 99.8 3_665 . ?
C20 C17 H17B 92.3 3_665 . ?
N3 C17 H17B 130.0 3_665 . ?
C21 C17 H17B 90.7 3_665 . ?
N2 C17 H17B 110.7 . . ?
C18 C17 H17B 106.9 . . ?
C22 C17 H17B 122.4 3_665 . ?
N4 C17 H17B 105.1 3_665 . ?
H17A C17 H17B 108.6 . . ?
N3 C18 C19 122(6) 3_665 3_665 ?
N3 C18 C19 113(4) 3_665 . ?
C19 C18 C19 66(4) 3_665 . ?
N3 C18 C17 35(2) 3_665 . ?
C19 C18 C17 156(5) 3_665 . ?
C19 C18 C17 113(2) . . ?
N3 C18 C20 45(2) 3_665 3_665 ?
C19 C18 C20 143(5) 3_665 3_665 ?
C19 C18 C20 87.2(16) . 3_665 ?
C17 C18 C20 25.9(9) . 3_665 ?
N3 C18 C22 39(2) 3_665 3_665 ?
C19 C18 C22 113(4) 3_665 3_665 ?
C19 C18 C22 150(3) . 3_665 ?
C17 C18 C22 54.6(12) . 3_665 ?
C20 C18 C22 76.8(11) 3_665 3_665 ?
N3 C18 H18A 133.6 3_665 . ?
C19 C18 H18A 90.0 3_665 . ?
C19 C18 H18A 110.6 . . ?
C17 C18 H18A 111.0 . . ?
C20 C18 H18A 124.8 3_665 . ?
C22 C18 H18A 99.7 3_665 . ?
N3 C18 H18B 75.0 3_665 . ?
C19 C18 H18B 52.5 3_665 . ?
C19 C18 H18B 105.5 . . ?
C17 C18 H18B 108.6 . . ?
C20 C18 H18B 117.0 3_665 . ?
C22 C18 H18B 61.6 3_665 . ?
H18A C18 H18B 107.9 . . ?
C18 C19 C19 74(3) 3_665 3_665 ?
C18 C19 C18 114(4) 3_665 . ?
C19 C19 C18 40.0(15) 3_665 . ?
C18 C19 N3 24(3) 3_665 . ?
C19 C19 N3 80.2(15) 3_665 . ?
C18 C19 N3 116.9(19) . . ?
C18 C19 N3 121(4) 3_665 3_665 ?
C19 C19 N3 51.6(13) 3_665 3_665 ?
C18 C19 N3 20.3(15) . 3_665 ?
N3 C19 N3 131.8(19) . 3_665 ?
C18 C19 H19A 127.6 3_665 . ?
C19 C19 H19A 134.7 3_665 . ?
C18 C19 H19A 105.3 . . ?
N3 C19 H19A 106.5 . . ?
N3 C19 H19A 107.8 3_665 . ?
C18 C19 H19B 90.6 3_665 . ?
C19 C19 H19B 111.8 3_665 . ?
C18 C19 H19B 110.3 . . ?
N3 C19 H19B 109.7 . . ?
N3 C19 H19B 90.7 3_665 . ?
H19A C19 H19B 107.8 . . ?
C17 C20 C21 71.3(17) 3_665 . ?
C17 C20 N3 46.4(17) 3_665 . ?
C21 C20 N3 107.1(9) . . ?
C17 C20 C18 56.2(18) 3_665 3_665 ?
C21 C20 C18 124.8(14) . 3_665 ?
N3 C20 C18 20.9(14) . 3_665 ?
C17 C20 H20A 149.7 3_665 . ?
C21 C20 H20A 126.4 . . ?
N3 C20 H20A 126.5 . . ?
C18 C20 H20A 108.1 3_665 . ?
C17 C21 C20 33.7(9) 3_665 . ?
C17 C21 N4 75.8(10) 3_665 . ?
C20 C21 N4 107.4(9) . . ?
C17 C21 N2 61.1(8) 3_665 3_665 ?
C20 C21 N2 92.3(8) . 3_665 ?
N4 C21 N2 15.1(6) . 3_665 ?
C17 C21 C14 110.2(12) 3_665 3_665 ?
C20 C21 C14 142.4(10) . 3_665 ?
N4 C21 C14 35.0(7) . 3_665 ?
N2 C21 C14 50.1(7) 3_665 3_665 ?
C17 C21 H21A 154.8 3_665 . ?
C20 C21 H21A 126.3 . . ?
N4 C21 H21A 126.3 . . ?
N2 C21 H21A 141.4 3_665 . ?
C14 C21 H21A 91.3 3_665 . ?
N2 C22 C15 79.8(12) 3_665 3_665 ?
N2 C22 N3 104.6(12) 3_665 . ?
C15 C22 N3 174.3(16) 3_665 . ?
N2 C22 N4 2.1(19) 3_665 . ?
C15 C22 N4 79.4(11) 3_665 . ?
N3 C22 N4 104.9(9) . . ?
N2 C22 C17 67.6(11) 3_665 3_665 ?
C15 C22 C17 145.9(14) 3_665 3_665 ?
N3 C22 C17 39.5(8) . 3_665 ?
N4 C22 C17 68.4(10) . 3_665 ?
N2 C22 C18 118.8(15) 3_665 3_665 ?
C15 C22 C18 159.4(15) 3_665 3_665 ?
N3 C22 C18 18.7(13) . 3_665 ?
N4 C22 C18 119.6(12) . 3_665 ?
C17 C22 C18 51.2(8) 3_665 3_665 ?
N2 C22 H22A 127.7 3_665 . ?
C15 C22 H22A 48.2 3_665 . ?
N3 C22 H22A 127.6 . . ?
N4 C22 H22A 127.5 . . ?
C17 C22 H22A 159.4 3_665 . ?
C18 C22 H22A 112.0 3_665 . ?
N1 C23 C14 119(5) 3_665 3_665 ?
N1 C23 C16 89(4) 3_665 3_665 ?
C14 C23 C16 150(3) 3_665 3_665 ?
N1 C23 N4 158(6) 3_665 . ?
C14 C23 N4 40.9(14) 3_665 . ?
C16 C23 N4 110(2) 3_665 . ?
N1 C23 N2 169(7) 3_665 3_665 ?
C14 C23 N2 54.2(16) 3_665 3_665 ?
C16 C23 N2 96(2) 3_665 3_665 ?
N4 C23 N2 13.3(8) . 3_665 ?
N1 C23 C15 138(4) 3_665 3_665 ?
C14 C23 C15 101(2) 3_665 3_665 ?
C16 C23 C15 49.5(12) 3_665 3_665 ?
N4 C23 C15 60.4(14) . 3_665 ?
N2 C23 C15 47.0(10) 3_665 3_665 ?
N1 C23 C13 13(3) 3_665 3_665 ?
C14 C23 C13 107(2) 3_665 3_665 ?
C16 C23 C13 102(2) 3_665 3_665 ?
N4 C23 C13 148(2) . 3_665 ?
N2 C23 C13 161(2) 3_665 3_665 ?
C15 C23 C13 150.7(19) 3_665 3_665 ?
N1 C23 H23A 54.3 3_665 . ?
C14 C23 H23A 67.1 3_665 . ?
C16 C23 H23A 142.5 3_665 . ?
N4 C23 H23A 107.8 . . ?
N2 C23 H23A 121.1 3_665 . ?
C15 C23 H23A 167.7 3_665 . ?
C13 C23 H23A 41.6 3_665 . ?
N1 C23 H23B 71.4 3_665 . ?
C14 C23 H23B 119.2 3_665 . ?
C16 C23 H23B 57.5 3_665 . ?
N4 C23 H23B 109.0 . . ?
N2 C23 H23B 103.3 3_665 . ?
C15 C23 H23B 79.2 3_665 . ?
C13 C23 H23B 80.8 3_665 . ?
H23A C23 H23B 109.5 . . ?
N1 C23 H23C 87.6 3_665 . ?
C14 C23 H23C 129.4 3_665 . ?
C16 C23 H23C 55.6 3_665 . ?
N4 C23 H23C 111.5 . . ?
N2 C23 H23C 103.5 3_665 . ?
C15 C23 H23C 74.4 3_665 . ?
C13 C23 H23C 92.6 3_665 . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.812
_refine_diff_density_min         -0.700
_refine_diff_density_rms         0.111
_database_code_depnum_ccdc_archive 'CCDC 981577'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_ddb

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H16 Br N2 Ni O4'
_chemical_formula_weight         462.95

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   10.0037(5)
_cell_length_b                   15.4731(8)
_cell_length_c                   11.1313(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.1400(10)
_cell_angle_gamma                90.00
_cell_volume                     1721.79(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2388
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      24.99

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.786
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             932
_exptl_absorpt_coefficient_mu    3.475
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3846
_exptl_absorpt_correction_T_max  0.6419
_exptl_absorpt_process_details   ?

_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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8795
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_sigmaI/netI    0.0380
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.25
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3027
_reflns_number_gt                2420
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0532P)²+1.0623P] 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         3027
_refine_ls_number_parameters     244
_refine_ls_number_restraints     26
_refine_ls_R_factor_all          0.0521
_refine_ls_R_factor_gt           0.0382
_refine_ls_wR_factor_ref         0.1004
_refine_ls_wR_factor_gt          0.0956
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.128
_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
Ni1 Ni 0.39362(5) 0.01488(3) 0.41420(4) 0.01885(16) Uani 1 1 d . . .
Br1 Br 0.21440(5) 0.05304(3) 0.27029(5) 0.04504(19) Uani 1 1 d . . .
O1 O 0.5363(3) 0.0925(2) 0.3497(3) 0.0387(8) Uani 1 1 d . . .
O2 O 0.7029(3) 0.07111(19) 0.4839(3) 0.0367(8) Uani 1 1 d . . .
O3 O 0.8613(3) 0.3947(2) 0.0416(3) 0.0422(8) Uani 1 1 d . . .
O4 O 1.0263(3) 0.4153(2) 0.1771(3) 0.0405(8) Uani 1 1 d . . .
C1 C 0.6487(4) 0.1088(2) 0.3955(3) 0.0222(9) Uani 1 1 d . . .
C2 C 0.9208(4) 0.3799(2) 0.1386(4) 0.0253(9) Uani 1 1 d . . .
C3 C 0.7260(4) 0.1805(2) 0.3385(3) 0.0228(9) Uani 1 1 d . . .
C4 C 0.8414(4) 0.1628(3) 0.2799(4) 0.0288(10) Uani 1 1 d . . .
H4A H 0.8761 0.1071 0.2809 0.035 Uiso 1 1 calc R . .
C5 C 0.9075(4) 0.2292(3) 0.2183(4) 0.0289(10) Uani 1 1 d . . .
H5A H 0.9853 0.2164 0.1786 0.035 Uiso 1 1 calc R . .
C6 C 0.8596(4) 0.3110(2) 0.2158(3) 0.0215(9) Uani 1 1 d . . .
C7 C 0.7458(4) 0.3334(3) 0.2833(3) 0.0233(9) Uani 1 1 d . . .
C8 C 0.6982(4) 0.4183(3) 0.2914(4) 0.0341(11) Uani 1 1 d . . .
H8A H 0.7400 0.4619 0.2493 0.041 Uiso 1 1 calc R . .
C9 C 0.5918(5) 0.4387(3) 0.3599(5) 0.0445(13) Uani 1 1 d . . .
H9A H 0.5639 0.4957 0.3667 0.053 Uiso 1 1 calc R . .
C10 C 0.5254(5) 0.3727(3) 0.4196(4) 0.0444(13) Uani 1 1 d . . .
H10A H 0.4523 0.3863 0.4652 0.053 Uiso 1 1 calc R . .
C11 C 0.5656(4) 0.2891(3) 0.4123(4) 0.0340(11) Uani 1 1 d . . .
H11A H 0.5193 0.2464 0.4522 0.041 Uiso 1 1 calc R . .
C12 C 0.6777(4) 0.2663(2) 0.3441(3) 0.0222(9) Uani 1 1 d . . .
C13 C 0.2947(11) 0.3001(8) 0.2018(11) 0.072(4) Uani 0.50 1 d PD A 1
H13A H 0.2552 0.2487 0.2332 0.107 Uiso 0.50 1 calc PR A 1
H13B H 0.2287 0.3314 0.1546 0.107 Uiso 0.50 1 calc PR A 1
H13C H 0.3276 0.3357 0.2671 0.107 Uiso 0.50 1 calc PR A 1
N1 N 0.4082(6) 0.2758(6) 0.1245(5) 0.086(2) Uani 0.50 1 d PDU A 1
C13' C 0.5174(12) 0.4333(7) 0.0321(12) 0.072(4) Uani 0.50 1 d PD A 2
H13D H 0.5925 0.4398 -0.0183 0.107 Uiso 0.50 1 calc PR A 2
H13E H 0.5343 0.4639 0.1061 0.107 Uiso 0.50 1 calc PR A 2
H13F H 0.4387 0.4564 -0.0083 0.107 Uiso 0.50 1 calc PR A 2
N1' N 0.4954(6) 0.3352(5) 0.0593(6) 0.0791(18) Uani 0.50 1 d PD A 2
N2 N 0.5333(6) 0.1911(6) 0.0405(5) 0.089(2) Uani 1 1 d . A .
C14 C 0.4335(9) 0.1981(7) 0.1121(8) 0.098(3) Uani 1 1 d U . .
H14A H 0.3890 0.1525 0.1476 0.117 Uiso 1 1 calc R A 1
C15 C 0.4954(6) 0.3352(5) 0.0593(6) 0.0791(18) Uani 0.50 1 d P A 1
H15A H 0.4976 0.3951 0.0536 0.095 Uiso 0.50 1 calc PR A 1
C15' C 0.4082(6) 0.2758(6) 0.1245(5) 0.086(2) Uani 0.50 1 d PU A 2
H15B H 0.3394 0.2953 0.1714 0.104 Uiso 0.50 1 calc PR A 2
C16 C 0.5712(7) 0.2725(5) 0.0105(6) 0.074(2) Uani 1 1 d . . .
H16A H 0.6421 0.2840 -0.0387 0.089 Uiso 1 1 calc R A 1
C17 C 0.5898(10) 0.1095(7) 0.0031(8) 0.116(3) Uani 1 1 d . . .
H17A H 0.6712 0.0969 0.0498 0.139 Uiso 1 1 calc R A .
H17B H 0.6103 0.1114 -0.0813 0.139 Uiso 1 1 calc R . .
C18 C 0.4837(12) 0.0413(4) 0.0251(9) 0.144(4) Uani 1 1 d DU . .
H18A H 0.4736 0.0350 0.1110 0.172 Uiso 1 1 calc R . .
H18B H 0.3987 0.0607 -0.0100 0.172 Uiso 1 1 calc 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
Ni1 O2 2.017(3) 3_656 ?
Ni1 O1 2.018(3) . ?
Ni1 O3 2.027(3) 4_566 ?
Ni1 O4 2.027(3) 2_645 ?
Ni1 Br1 2.4320(7) . ?
Ni1 Ni1 2.8437(10) 3_656 ?
O1 C1 1.243(5) . ?
O2 C1 1.250(5) . ?
O2 Ni1 2.017(3) 3_656 ?
O3 C2 1.235(5) . ?
O3 Ni1 2.027(3) 4_665 ?
O4 C2 1.251(5) . ?
O4 Ni1 2.027(3) 2_655 ?
C1 C3 1.507(5) . ?
C2 C6 1.514(5) . ?
C3 C4 1.374(5) . ?
C3 C12 1.414(5) . ?
C4 C5 1.412(6) . ?
C4 H4A 0.9300 . ?
C5 C6 1.354(5) . ?
C5 H5A 0.9300 . ?
C6 C7 1.430(5) . ?
C7 C8 1.402(6) . ?
C7 C12 1.426(5) . ?
C8 C9 1.369(6) . ?
C8 H8A 0.9300 . ?
C9 C10 1.400(6) . ?
C9 H9A 0.9300 . ?
C10 C11 1.357(6) . ?
C10 H10A 0.9300 . ?
C11 C12 1.422(6) . ?
C11 H11A 0.9300 . ?
C13 N1 1.498(10) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
N1 C14 1.237(10) . ?
C13' N1' 1.565(11) . ?
C13' H13D 0.9600 . ?
C13' H13E 0.9600 . ?
C13' H13F 0.9600 . ?
N1' C16 1.357(9) . ?
N2 C14 1.305(10) . ?
N2 C16 1.360(9) . ?
N2 C17 1.450(11) . ?
C14 H14A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C18 1.523(12) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C18 1.437(10) 3_655 ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?

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 Ni1 O1 162.22(13) 3_656 . ?
O2 Ni1 O3 88.28(13) 3_656 4_566 ?
O1 Ni1 O3 88.34(14) . 4_566 ?
O2 Ni1 O4 89.27(13) 3_656 2_645 ?
O1 Ni1 O4 88.63(13) . 2_645 ?
O3 Ni1 O4 162.17(13) 4_566 2_645 ?
O2 Ni1 Br1 100.02(9) 3_656 . ?
O1 Ni1 Br1 97.75(9) . . ?
O3 Ni1 Br1 99.22(10) 4_566 . ?
O4 Ni1 Br1 98.59(10) 2_645 . ?
O2 Ni1 Ni1 82.96(9) 3_656 3_656 ?
O1 Ni1 Ni1 79.27(9) . 3_656 ?
O3 Ni1 Ni1 77.10(10) 4_566 3_656 ?
O4 Ni1 Ni1 85.07(10) 2_645 3_656 ?
Br1 Ni1 Ni1 175.26(3) . 3_656 ?
C1 O1 Ni1 128.0(3) . . ?
C1 O2 Ni1 123.2(3) . 3_656 ?
C2 O3 Ni1 130.9(3) . 4_665 ?
C2 O4 Ni1 120.3(3) . 2_655 ?
O1 C1 O2 126.0(4) . . ?
O1 C1 C3 116.6(4) . . ?
O2 C1 C3 117.5(3) . . ?
O3 C2 O4 126.3(4) . . ?
O3 C2 C6 115.7(4) . . ?
O4 C2 C6 117.9(4) . . ?
C4 C3 C12 120.2(4) . . ?
C4 C3 C1 120.5(3) . . ?
C12 C3 C1 119.4(3) . . ?
C3 C4 C5 120.1(4) . . ?
C3 C4 H4A 119.9 . . ?
C5 C4 H4A 119.9 . . ?
C6 C5 C4 121.2(4) . . ?
C6 C5 H5A 119.4 . . ?
C4 C5 H5A 119.4 . . ?
C5 C6 C7 120.2(3) . . ?
C5 C6 C2 121.3(3) . . ?
C7 C6 C2 118.4(3) . . ?
C8 C7 C12 118.8(4) . . ?
C8 C7 C6 122.7(4) . . ?
C12 C7 C6 118.5(3) . . ?
C9 C8 C7 121.6(4) . . ?
C9 C8 H8A 119.2 . . ?
C7 C8 H8A 119.2 . . ?
C8 C9 C10 119.3(4) . . ?
C8 C9 H9A 120.3 . . ?
C10 C9 H9A 120.3 . . ?
C11 C10 C9 121.3(4) . . ?
C11 C10 H10A 119.4 . . ?
C9 C10 H10A 119.4 . . ?
C10 C11 C12 120.7(4) . . ?
C10 C11 H11A 119.7 . . ?
C12 C11 H11A 119.7 . . ?
C3 C12 C11 122.3(4) . . ?
C3 C12 C7 119.5(3) . . ?
C11 C12 C7 118.2(4) . . ?
N1 C13 H13A 109.5 . . ?
N1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C14 N1 C13 118.0(9) . . ?
N1' C13' H13D 109.5 . . ?
N1' C13' H13E 109.5 . . ?
H13D C13' H13E 109.5 . . ?
N1' C13' H13F 109.5 . . ?
H13D C13' H13F 109.5 . . ?
H13E C13' H13F 109.5 . . ?
C16 N1' C13' 122.1(7) . . ?
C14 N2 C16 107.4(9) . . ?
C14 N2 C17 124.2(8) . . ?
C16 N2 C17 128.3(7) . . ?
N1 C14 N2 108.2(9) . . ?
N1 C14 H14A 125.9 . . ?
N2 C14 H14A 125.9 . . ?
N1' C16 N2 113.5(6) . . ?
N1' C16 H16A 123.2 . . ?
N2 C16 H16A 123.2 . . ?
N2 C17 C18 106.0(7) . . ?
N2 C17 H17A 110.5 . . ?
C18 C17 H17A 110.5 . . ?
N2 C17 H17B 110.5 . . ?
C18 C17 H17B 110.5 . . ?
H17A C17 H17B 108.7 . . ?
C18 C18 C17 112.6(11) 3_655 . ?
C18 C18 H18A 109.1 3_655 . ?
C17 C18 H18A 109.1 . . ?
C18 C18 H18B 109.1 3_655 . ?
C17 C18 H18B 109.1 . . ?
H18A C18 H18B 107.8 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.255
_refine_diff_density_min         -0.625
_refine_diff_density_rms         0.087
_database_code_depnum_ccdc_archive 'CCDC 981578'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_ddb

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C72 H66 N8 Ni3 O18'
_chemical_formula_weight         1507.46

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           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/n  '

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

_cell_length_a                   15.1746(9)
_cell_length_b                   15.6375(10)
_cell_length_c                   15.6079(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 117.7970(10)
_cell_angle_gamma                90.00
_cell_volume                     3276.3(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2134
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      23.66

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.528
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1564
_exptl_absorpt_coefficient_mu    0.935
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16766
_diffrn_reflns_av_R_equivalents  0.0584
_diffrn_reflns_av_sigmaI/netI    0.0689
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.97
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5774
_reflns_number_gt                4169
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0436P)²+0.2950P] 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         5774
_refine_ls_number_parameters     458
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0742
_refine_ls_R_factor_gt           0.0456
_refine_ls_wR_factor_ref         0.1058
_refine_ls_wR_factor_gt          0.0966
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.058
_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
Ni1 Ni 0.77469(3) 0.51805(3) 0.51250(3) 0.01829(13) Uani 1 1 d . . .
Ni2 Ni 1.0000 0.5000 0.5000 0.01581(16) Uani 1 2 d S . .
O1W O 0.92880(16) 0.48613(13) 0.58566(16) 0.0186(5) Uani 1 1 d . . .
H1WA H 0.9618 0.5223 0.6424 0.022 Uiso 1 1 calc R . .
H1WB H 0.9358 0.4273 0.6077 0.022 Uiso 1 1 calc R . .
O1 O 0.7961(2) 0.60452(19) 0.6154(2) 0.0531(9) Uani 1 1 d . . .
O2 O 0.9341(2) 0.56819(19) 0.7421(2) 0.0522(9) Uani 1 1 d . . .
O3 O 0.6169(2) 0.83830(17) 0.8737(2) 0.0530(9) Uani 1 1 d . . .
O4 O 0.7512(2) 0.91969(17) 0.9156(2) 0.0433(8) Uani 1 1 d . . .
C1 C 0.8551(3) 0.6078(2) 0.7026(3) 0.0276(9) Uani 1 1 d . . .
C2 C 0.7006(3) 0.8540(2) 0.8811(3) 0.0311(9) Uani 1 1 d . . .
C3 C 0.8238(3) 0.6704(2) 0.7578(3) 0.0271(9) Uani 1 1 d . . .
C4 C 0.7491(3) 0.7262(2) 0.7029(3) 0.0331(10) Uani 1 1 d . . .
H4A H 0.7238 0.7250 0.6359 0.040 Uiso 1 1 calc R . .
C5 C 0.7093(3) 0.7850(2) 0.7429(3) 0.0358(10) Uani 1 1 d . . .
H5A H 0.6584 0.8216 0.7028 0.043 Uiso 1 1 calc R . .
C6 C 0.7449(3) 0.7888(2) 0.8407(3) 0.0264(9) Uani 1 1 d . . .
C7 C 0.8227(3) 0.7333(2) 0.9016(3) 0.0254(9) Uani 1 1 d . . .
C8 C 0.8608(3) 0.7357(3) 1.0033(3) 0.0394(11) Uani 1 1 d . . .
H8A H 0.8356 0.7755 1.0304 0.047 Uiso 1 1 calc R . .
C9 C 0.9334(3) 0.6812(3) 1.0622(3) 0.0486(12) Uani 1 1 d . . .
H9A H 0.9567 0.6834 1.1288 0.058 Uiso 1 1 calc R . .
C10 C 0.9728(3) 0.6219(3) 1.0230(3) 0.0484(12) Uani 1 1 d . . .
H10A H 1.0223 0.5845 1.0637 0.058 Uiso 1 1 calc R . .
C11 C 0.9394(3) 0.6182(3) 0.9248(3) 0.0378(10) Uani 1 1 d . . .
H11A H 0.9673 0.5786 0.9002 0.045 Uiso 1 1 calc R . .
C12 C 0.8637(3) 0.6729(2) 0.8606(3) 0.0254(9) Uani 1 1 d . . .
O5 O 1.05387(17) 0.37910(14) 0.54232(17) 0.0235(6) Uani 1 1 d . . .
O6 O 1.21086(19) 0.38352(16) 0.5656(2) 0.0375(7) Uani 1 1 d . . .
O7 O 1.2474(2) 0.06323(18) 0.9027(2) 0.0441(8) Uani 1 1 d . . .
O8 O 1.38350(18) 0.05782(15) 0.88224(17) 0.0271(6) Uani 1 1 d . . .
C13 C 1.1402(3) 0.3504(2) 0.5732(2) 0.0206(8) Uani 1 1 d . . .
C14 C 1.2965(3) 0.0799(2) 0.8589(2) 0.0223(8) Uani 1 1 d . . .
C15 C 1.1660(3) 0.2692(2) 0.6323(2) 0.0205(8) Uani 1 1 d . . .
C16 C 1.1435(3) 0.2649(2) 0.7072(3) 0.0300(9) Uani 1 1 d . . .
H16A H 1.1016 0.3056 0.7125 0.036 Uiso 1 1 calc R . .
C17 C 1.1831(3) 0.1997(2) 0.7762(3) 0.0305(9) Uani 1 1 d . . .
H17A H 1.1669 0.1982 0.8268 0.037 Uiso 1 1 calc R . .
C18 C 1.2448(3) 0.1380(2) 0.7716(2) 0.0223(8) Uani 1 1 d . . .
C19 C 1.2606(3) 0.1348(2) 0.6882(2) 0.0206(8) Uani 1 1 d . . .
C20 C 1.3143(3) 0.0679(2) 0.6725(3) 0.0278(9) Uani 1 1 d . . .
H20A H 1.3417 0.0246 0.7183 0.033 Uiso 1 1 calc R . .
C21 C 1.3264(3) 0.0659(2) 0.5916(3) 0.0365(10) Uani 1 1 d . . .
H21A H 1.3615 0.0213 0.5821 0.044 Uiso 1 1 calc R . .
C22 C 1.2860(3) 0.1312(3) 0.5224(3) 0.0383(10) Uani 1 1 d . . .
H22A H 1.2936 0.1286 0.4667 0.046 Uiso 1 1 calc R . .
C23 C 1.2361(3) 0.1980(2) 0.5349(3) 0.0315(9) Uani 1 1 d . . .
H23A H 1.2116 0.2414 0.4890 0.038 Uiso 1 1 calc R . .
C24 C 1.2212(2) 0.2015(2) 0.6186(2) 0.0212(8) Uani 1 1 d . . .
N1 N 0.6249(2) 0.54461(19) 0.4501(2) 0.0281(7) Uani 1 1 d . . .
C25 C 0.5552(3) 0.4867(3) 0.4148(3) 0.0389(10) Uani 1 1 d . . .
H25A H 0.5675 0.4282 0.4228 0.047 Uiso 1 1 calc R . .
N2 N 0.4641(2) 0.5206(2) 0.3656(3) 0.0404(9) Uani 1 1 d . . .
C26 C 0.4768(3) 0.6062(3) 0.3710(3) 0.0521(13) Uani 1 1 d . . .
H26A H 0.4269 0.6472 0.3434 0.063 Uiso 1 1 calc R . .
C27 C 0.5760(3) 0.6213(3) 0.4244(3) 0.0478(12) Uani 1 1 d . . .
H27A H 0.6058 0.6749 0.4408 0.057 Uiso 1 1 calc R . .
C28 C 0.3742(3) 0.4732(3) 0.3037(4) 0.0625(15) Uani 1 1 d . . .
H28A H 0.3168 0.5017 0.3024 0.075 Uiso 1 1 calc R . .
H28B H 0.3781 0.4161 0.3296 0.075 Uiso 1 1 calc R . .
C29 C 0.3612(5) 0.4671(4) 0.1992(4) 0.0878(14) Uani 1 1 d U . .
H29A H 0.3001 0.4363 0.1592 0.105 Uiso 1 1 calc R . .
H29B H 0.3543 0.5244 0.1730 0.105 Uiso 1 1 calc R . .
C30 C 0.4439(5) 0.4242(4) 0.1929(4) 0.0884(13) Uani 1 1 d U . .
H30A H 0.4464 0.3656 0.2145 0.106 Uiso 1 1 calc R . .
H30B H 0.5052 0.4517 0.2387 0.106 Uiso 1 1 calc R . .
C31 C 0.4437(5) 0.4216(4) 0.0950(4) 0.0864(14) Uani 1 1 d U . .
H31A H 0.4285 0.4782 0.0663 0.104 Uiso 1 1 calc R . .
H31B H 0.5096 0.4060 0.1049 0.104 Uiso 1 1 calc R . .
C32 C 0.3707(4) 0.3603(4) 0.0277(4) 0.0736(17) Uani 1 1 d . . .
H32A H 0.3038 0.3813 0.0079 0.088 Uiso 1 1 calc R . .
H32B H 0.3780 0.3059 0.0602 0.088 Uiso 1 1 calc R . .
C33 C 0.3605(4) 0.4042(3) -0.1329(4) 0.0600(14) Uani 1 1 d . . .
H33A H 0.3291 0.4567 -0.1394 0.072 Uiso 1 1 calc R . .
C34 C 0.3894(4) 0.3709(3) -0.1944(4) 0.0552(13) Uani 1 1 d . . .
H34A H 0.3812 0.3952 -0.2520 0.066 Uiso 1 1 calc R . .
N3 N 0.3852(3) 0.3478(2) -0.0591(3) 0.0515(10) Uani 1 1 d . . .
C35 C 0.4293(3) 0.2819(3) -0.0740(3) 0.0496(12) Uani 1 1 d . . .
H35A H 0.4537 0.2345 -0.0338 0.060 Uiso 1 1 calc R . .
N4 N 0.4334(3) 0.2942(2) -0.1563(3) 0.0489(9) Uani 1 1 d U . .
C36 C 0.4803(4) 0.2365(3) -0.1957(4) 0.0659(13) Uani 1 1 d U . .
H36A H 0.4811 0.1796 -0.1721 0.099 Uiso 1 1 calc R . .
H36B H 0.5474 0.2549 -0.1760 0.099 Uiso 1 1 calc R . .
H36C H 0.4434 0.2367 -0.2652 0.099 Uiso 1 1 calc 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
Ni1 O1 2.007(3) . ?
Ni1 O7 2.016(2) 4_565 ?
Ni1 O6 2.038(2) 3_766 ?
Ni1 O4 2.046(3) 2_646 ?
Ni1 N1 2.055(3) . ?
Ni1 O1W 2.129(2) . ?
Ni2 O5 2.043(2) . ?
Ni2 O5 2.043(2) 3_766 ?
Ni2 O8 2.071(2) 2_756 ?
Ni2 O8 2.071(2) 4_565 ?
Ni2 O1W 2.085(2) . ?
Ni2 O1W 2.085(2) 3_766 ?
O1W H1WA 0.9700 . ?
O1W H1WB 0.9700 . ?
O1 C1 1.233(4) . ?
O2 C1 1.229(4) . ?
O3 C2 1.246(4) . ?
O4 C2 1.245(4) . ?
O4 Ni1 2.046(3) 2_656 ?
C1 C3 1.520(5) . ?
C2 C6 1.510(5) . ?
C3 C4 1.369(5) . ?
C3 C12 1.428(5) . ?
C4 C5 1.398(5) . ?
C4 H4A 0.9300 . ?
C5 C6 1.362(5) . ?
C5 H5A 0.9300 . ?
C6 C7 1.416(5) . ?
C7 C8 1.414(5) . ?
C7 C12 1.435(4) . ?
C8 C9 1.356(6) . ?
C8 H8A 0.9300 . ?
C9 C10 1.390(5) . ?
C9 H9A 0.9300 . ?
C10 C11 1.372(6) . ?
C10 H10A 0.9300 . ?
C11 C12 1.408(5) . ?
C11 H11A 0.9300 . ?
O5 C13 1.249(4) . ?
O6 C13 1.246(4) . ?
O6 Ni1 2.038(2) 3_766 ?
O7 C14 1.251(4) . ?
O7 Ni1 2.016(2) 4_666 ?
O8 C14 1.243(4) . ?
O8 Ni2 2.071(2) 2_746 ?
C13 C15 1.509(4) . ?
C14 C18 1.517(5) . ?
C15 C16 1.364(4) . ?
C15 C24 1.426(5) . ?
C16 C17 1.399(5) . ?
C16 H16A 0.9300 . ?
C17 C18 1.370(5) . ?
C17 H17A 0.9300 . ?
C18 C19 1.431(5) . ?
C19 C20 1.416(5) . ?
C19 C24 1.421(4) . ?
C20 C21 1.359(5) . ?
C20 H20A 0.9300 . ?
C21 C22 1.402(5) . ?
C21 H21A 0.9300 . ?
C22 C23 1.357(5) . ?
C22 H22A 0.9300 . ?
C23 C24 1.427(5) . ?
C23 H23A 0.9300 . ?
N1 C25 1.303(5) . ?
N1 C27 1.368(5) . ?
C25 N2 1.339(5) . ?
C25 H25A 0.9300 . ?
N2 C26 1.349(5) . ?
N2 C28 1.455(5) . ?
C26 C27 1.359(6) . ?
C26 H26A 0.9300 . ?
C27 H27A 0.9300 . ?
C28 C29 1.551(7) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 C30 1.467(7) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C31 1.526(7) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 C32 1.471(7) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 N3 1.482(6) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 C34 1.332(6) . ?
C33 N3 1.358(5) . ?
C33 H33A 0.9300 . ?
C34 N4 1.368(5) . ?
C34 H34A 0.9300 . ?
N3 C35 1.307(5) . ?
C35 N4 1.328(5) . ?
C35 H35A 0.9300 . ?
N4 C36 1.452(5) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ni1 O7 176.26(13) . 4_565 ?
O1 Ni1 O6 86.98(12) . 3_766 ?
O7 Ni1 O6 90.25(12) 4_565 3_766 ?
O1 Ni1 O4 93.94(13) . 2_646 ?
O7 Ni1 O4 88.64(12) 4_565 2_646 ?
O6 Ni1 O4 175.69(11) 3_766 2_646 ?
O1 Ni1 N1 88.46(12) . . ?
O7 Ni1 N1 88.94(12) 4_565 . ?
O6 Ni1 N1 88.16(11) 3_766 . ?
O4 Ni1 N1 87.66(11) 2_646 . ?
O1 Ni1 O1W 90.08(10) . . ?
O7 Ni1 O1W 92.69(10) 4_565 . ?
O6 Ni1 O1W 95.76(9) 3_766 . ?
O4 Ni1 O1W 88.46(10) 2_646 . ?
N1 Ni1 O1W 175.75(10) . . ?
O5 Ni2 O5 180.000(1) . 3_766 ?
O5 Ni2 O8 94.00(10) . 2_756 ?
O5 Ni2 O8 86.00(10) 3_766 2_756 ?
O5 Ni2 O8 86.00(10) . 4_565 ?
O5 Ni2 O8 94.00(10) 3_766 4_565 ?
O8 Ni2 O8 180.000(1) 2_756 4_565 ?
O5 Ni2 O1W 86.87(8) . . ?
O5 Ni2 O1W 93.13(8) 3_766 . ?
O8 Ni2 O1W 87.68(9) 2_756 . ?
O8 Ni2 O1W 92.32(9) 4_565 . ?
O5 Ni2 O1W 93.13(8) . 3_766 ?
O5 Ni2 O1W 86.87(8) 3_766 3_766 ?
O8 Ni2 O1W 92.32(9) 2_756 3_766 ?
O8 Ni2 O1W 87.68(9) 4_565 3_766 ?
O1W Ni2 O1W 180.000(1) . 3_766 ?
Ni2 O1W Ni1 113.56(10) . . ?
Ni2 O1W H1WA 108.9 . . ?
Ni1 O1W H1WA 108.9 . . ?
Ni2 O1W H1WB 108.9 . . ?
Ni1 O1W H1WB 108.9 . . ?
H1WA O1W H1WB 107.7 . . ?
C1 O1 Ni1 132.4(3) . . ?
C2 O4 Ni1 128.4(2) . 2_656 ?
O2 C1 O1 124.8(3) . . ?
O2 C1 C3 122.0(4) . . ?
O1 C1 C3 113.2(3) . . ?
O4 C2 O3 126.7(3) . . ?
O4 C2 C6 115.8(3) . . ?
O3 C2 C6 117.5(3) . . ?
C4 C3 C12 118.6(3) . . ?
C4 C3 C1 116.3(3) . . ?
C12 C3 C1 125.1(3) . . ?
C3 C4 C5 122.9(4) . . ?
C3 C4 H4A 118.5 . . ?
C5 C4 H4A 118.5 . . ?
C6 C5 C4 120.1(4) . . ?
C6 C5 H5A 120.0 . . ?
C4 C5 H5A 120.0 . . ?
C5 C6 C7 119.8(3) . . ?
C5 C6 C2 118.4(3) . . ?
C7 C6 C2 121.8(3) . . ?
C8 C7 C6 121.0(3) . . ?
C8 C7 C12 118.8(4) . . ?
C6 C7 C12 120.2(3) . . ?
C9 C8 C7 121.5(4) . . ?
C9 C8 H8A 119.3 . . ?
C7 C8 H8A 119.3 . . ?
C8 C9 C10 120.1(4) . . ?
C8 C9 H9A 120.0 . . ?
C10 C9 H9A 120.0 . . ?
C11 C10 C9 120.6(4) . . ?
C11 C10 H10A 119.7 . . ?
C9 C10 H10A 119.7 . . ?
C10 C11 C12 121.6(4) . . ?
C10 C11 H11A 119.2 . . ?
C12 C11 H11A 119.2 . . ?
C11 C12 C3 124.1(3) . . ?
C11 C12 C7 117.5(3) . . ?
C3 C12 C7 118.4(3) . . ?
C13 O5 Ni2 130.3(2) . . ?
C13 O6 Ni1 135.2(2) . 3_766 ?
C14 O7 Ni1 131.1(2) . 4_666 ?
C14 O8 Ni2 137.0(2) . 2_746 ?
O6 C13 O5 127.4(3) . . ?
O6 C13 C15 114.8(3) . . ?
O5 C13 C15 117.7(3) . . ?
O8 C14 O7 127.2(3) . . ?
O8 C14 C18 117.6(3) . . ?
O7 C14 C18 115.1(3) . . ?
C16 C15 C24 119.4(3) . . ?
C16 C15 C13 117.9(3) . . ?
C24 C15 C13 122.4(3) . . ?
C15 C16 C17 120.5(3) . . ?
C15 C16 H16A 119.8 . . ?
C17 C16 H16A 119.8 . . ?
C18 C17 C16 122.1(3) . . ?
C18 C17 H17A 119.0 . . ?
C16 C17 H17A 119.0 . . ?
C17 C18 C19 118.8(3) . . ?
C17 C18 C14 117.1(3) . . ?
C19 C18 C14 124.1(3) . . ?
C20 C19 C24 118.8(3) . . ?
C20 C19 C18 122.5(3) . . ?
C24 C19 C18 118.7(3) . . ?
C21 C20 C19 121.1(3) . . ?
C21 C20 H20A 119.5 . . ?
C19 C20 H20A 119.5 . . ?
C20 C21 C22 119.9(4) . . ?
C20 C21 H21A 120.1 . . ?
C22 C21 H21A 120.1 . . ?
C23 C22 C21 121.6(4) . . ?
C23 C22 H22A 119.2 . . ?
C21 C22 H22A 119.2 . . ?
C22 C23 C24 119.9(3) . . ?
C22 C23 H23A 120.1 . . ?
C24 C23 H23A 120.1 . . ?
C19 C24 C15 119.9(3) . . ?
C19 C24 C23 118.8(3) . . ?
C15 C24 C23 121.4(3) . . ?
C25 N1 C27 105.3(3) . . ?
C25 N1 Ni1 124.0(3) . . ?
C27 N1 Ni1 130.1(3) . . ?
N1 C25 N2 112.6(4) . . ?
N1 C25 H25A 123.7 . . ?
N2 C25 H25A 123.7 . . ?
C25 N2 C26 106.2(4) . . ?
C25 N2 C28 125.2(4) . . ?
C26 N2 C28 127.5(4) . . ?
N2 C26 C27 107.2(4) . . ?
N2 C26 H26A 126.4 . . ?
C27 C26 H26A 126.4 . . ?
C26 C27 N1 108.8(4) . . ?
C26 C27 H27A 125.6 . . ?
N1 C27 H27A 125.6 . . ?
N2 C28 C29 110.5(4) . . ?
N2 C28 H28A 109.6 . . ?
C29 C28 H28A 109.6 . . ?
N2 C28 H28B 109.6 . . ?
C29 C28 H28B 109.6 . . ?
H28A C28 H28B 108.1 . . ?
C30 C29 C28 114.0(5) . . ?
C30 C29 H29A 108.8 . . ?
C28 C29 H29A 108.8 . . ?
C30 C29 H29B 108.8 . . ?
C28 C29 H29B 108.8 . . ?
H29A C29 H29B 107.7 . . ?
C29 C30 C31 118.5(6) . . ?
C29 C30 H30A 107.7 . . ?
C31 C30 H30A 107.7 . . ?
C29 C30 H30B 107.7 . . ?
C31 C30 H30B 107.7 . . ?
H30A C30 H30B 107.1 . . ?
C32 C31 C30 112.5(5) . . ?
C32 C31 H31A 109.1 . . ?
C30 C31 H31A 109.1 . . ?
C32 C31 H31B 109.1 . . ?
C30 C31 H31B 109.1 . . ?
H31A C31 H31B 107.8 . . ?
C31 C32 N3 110.9(4) . . ?
C31 C32 H32A 109.5 . . ?
N3 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
N3 C32 H32B 109.5 . . ?
H32A C32 H32B 108.1 . . ?
C34 C33 N3 107.7(4) . . ?
C34 C33 H33A 126.2 . . ?
N3 C33 H33A 126.2 . . ?
C33 C34 N4 106.7(4) . . ?
C33 C34 H34A 126.6 . . ?
N4 C34 H34A 126.6 . . ?
C35 N3 C33 108.8(4) . . ?
C35 N3 C32 124.9(4) . . ?
C33 N3 C32 126.2(4) . . ?
N3 C35 N4 108.5(4) . . ?
N3 C35 H35A 125.7 . . ?
N4 C35 H35A 125.7 . . ?
C35 N4 C34 108.3(4) . . ?
C35 N4 C36 125.0(4) . . ?
C34 N4 C36 126.7(4) . . ?
N4 C36 H36A 109.5 . . ?
N4 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
N4 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.626
_refine_diff_density_min         -0.498
_refine_diff_density_rms         0.078
_database_code_depnum_ccdc_archive 'CCDC 981579'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_ddb

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C74 H70 N8 Ni3 O18'
_chemical_formula_weight         1535.51

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           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   15.2845(12)
_cell_length_b                   14.8122(12)
_cell_length_c                   16.9361(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 117.9430(10)
_cell_angle_gamma                90.00
_cell_volume                     3387.3(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1472
_cell_measurement_theta_min      2.75
_cell_measurement_theta_max      21.17

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.506
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1596
_exptl_absorpt_coefficient_mu    0.906
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8325
_exptl_absorpt_correction_T_max  0.9148
_exptl_absorpt_process_details   ?

_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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17088
_diffrn_reflns_av_R_equivalents  0.0739
_diffrn_reflns_av_sigmaI/netI    0.0896
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.93
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5969
_reflns_number_gt                3802
_reflns_threshold_expression     >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, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0288P)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         5969
_refine_ls_number_parameters     484
_refine_ls_number_restraints     38
_refine_ls_R_factor_all          0.0955
_refine_ls_R_factor_gt           0.0489
_refine_ls_wR_factor_ref         0.0976
_refine_ls_wR_factor_gt          0.0872
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.034
_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
Ni1 Ni -0.23506(3) 0.01619(3) -0.00734(3) 0.01992(14) Uani 1 1 d . . .
Ni2 Ni 0.0000 0.0000 0.0000 0.01885(18) Uani 1 2 d S . .
O1W O -0.15229(15) -0.00170(15) -0.07711(15) 0.0205(6) Uani 1 1 d . . .
H1WB H -0.1711 -0.0589 -0.1085 0.025 Uiso 1 1 calc R . .
H1WA H -0.1708 0.0455 -0.1218 0.025 Uiso 1 1 calc R . .
O1 O -0.3272(2) -0.0857(2) -0.0808(2) 0.0510(9) Uani 1 1 d . . .
O2 O -0.2614(2) -0.1365(2) -0.1643(2) 0.0624(10) Uani 1 1 d . . .
O3 O -0.6738(2) -0.3943(2) -0.4013(2) 0.0531(9) Uani 1 1 d . . .
O4 O -0.7449(2) -0.3675(2) -0.3169(2) 0.0764(13) Uani 1 1 d . . .
C1 C -0.3259(3) -0.1350(3) -0.1396(3) 0.0341(11) Uani 1 1 d . . .
C2 C -0.6764(3) -0.3588(3) -0.3368(3) 0.0389(12) Uani 1 1 d . . .
C3 C -0.4146(3) -0.1969(3) -0.1859(3) 0.0297(10) Uani 1 1 d . . .
C4 C -0.4668(3) -0.1928(3) -0.2763(3) 0.0372(11) Uani 1 1 d . . .
H4A H -0.4454 -0.1549 -0.3076 0.045 Uiso 1 1 calc R . .
C5 C -0.5534(3) -0.2451(3) -0.3235(3) 0.0386(11) Uani 1 1 d . . .
H5A H -0.5882 -0.2409 -0.3855 0.046 Uiso 1 1 calc R . .
C6 C -0.5865(3) -0.3016(3) -0.2796(3) 0.0345(11) Uani 1 1 d . . .
C7 C -0.5335(3) -0.3080(3) -0.1852(3) 0.0326(10) Uani 1 1 d . . .
C8 C -0.5613(4) -0.3679(3) -0.1349(3) 0.0511(13) Uani 1 1 d . . .
H8A H -0.6175 -0.4036 -0.1645 0.061 Uiso 1 1 calc R . .
C9 C -0.5082(4) -0.3735(4) -0.0462(4) 0.0656(16) Uani 1 1 d . . .
H9A H -0.5287 -0.4123 -0.0150 0.079 Uiso 1 1 calc R . .
C10 C -0.4215(4) -0.3217(3) 0.0013(3) 0.0608(15) Uani 1 1 d . . .
H10A H -0.3850 -0.3271 0.0631 0.073 Uiso 1 1 calc R . .
C11 C -0.3919(3) -0.2644(3) -0.0435(3) 0.0431(12) Uani 1 1 d . . .
H11A H -0.3350 -0.2300 -0.0120 0.052 Uiso 1 1 calc R . .
C12 C -0.4456(3) -0.2557(3) -0.1369(3) 0.0307(10) Uani 1 1 d . . .
O5 O -0.00744(18) 0.12221(16) 0.05215(17) 0.0308(7) Uani 1 1 d . . .
O6 O -0.1465(2) 0.12027(18) 0.0656(2) 0.0460(9) Uani 1 1 d . . .
O7 O 0.1532(2) 0.4277(2) 0.4101(2) 0.0500(9) Uani 1 1 d . . .
O8 O 0.00070(18) 0.42979(17) 0.39486(17) 0.0301(7) Uani 1 1 d . . .
C13 C -0.0645(3) 0.1512(2) 0.0804(2) 0.0248(9) Uani 1 1 d . . .
C14 C 0.0635(3) 0.4097(2) 0.3700(3) 0.0257(9) Uani 1 1 d . . .
C15 C -0.0293(3) 0.2312(2) 0.1433(3) 0.0246(9) Uani 1 1 d . . .
C16 C 0.0632(3) 0.2272(2) 0.2142(3) 0.0313(10) Uani 1 1 d . . .
H16A H 0.1073 0.1832 0.2155 0.038 Uiso 1 1 calc R . .
C17 C 0.0931(3) 0.2886(3) 0.2856(3) 0.0325(10) Uani 1 1 d . . .
H17A H 0.1566 0.2846 0.3333 0.039 Uiso 1 1 calc R . .
C18 C 0.0302(3) 0.3541(2) 0.2857(2) 0.0226(9) Uani 1 1 d . . .
C19 C -0.0643(3) 0.3662(2) 0.2091(3) 0.0236(9) Uani 1 1 d . . .
C20 C -0.1290(3) 0.4384(3) 0.2007(3) 0.0314(10) Uani 1 1 d . . .
H20A H -0.1125 0.4783 0.2481 0.038 Uiso 1 1 calc R . .
C21 C -0.2153(3) 0.4497(3) 0.1237(3) 0.0398(11) Uani 1 1 d . . .
H21A H -0.2570 0.4973 0.1191 0.048 Uiso 1 1 calc R . .
C22 C -0.2421(3) 0.3913(3) 0.0515(3) 0.0424(12) Uani 1 1 d . . .
H22A H -0.3001 0.4015 -0.0013 0.051 Uiso 1 1 calc R . .
C23 C -0.1838(3) 0.3195(3) 0.0580(3) 0.0370(11) Uani 1 1 d . . .
H23A H -0.2038 0.2795 0.0104 0.044 Uiso 1 1 calc R . .
C24 C -0.0930(3) 0.3046(2) 0.1363(3) 0.0257(9) Uani 1 1 d . . .
N1 N -0.3230(2) 0.0305(2) 0.0543(2) 0.0273(8) Uani 1 1 d . . .
N2 N -0.3979(2) -0.0033(2) 0.1345(2) 0.0412(9) Uani 1 1 d . . .
N3 N -0.0049(3) -0.1685(3) 0.5877(3) 0.0481(10) Uani 1 1 d . . .
N4 N 0.1307(3) -0.1723(2) 0.7097(3) 0.0455(10) Uani 1 1 d . B .
C25 C -0.3258(3) -0.0255(3) 0.1134(3) 0.0376(11) Uani 1 1 d . . .
H25A H -0.2832 -0.0743 0.1377 0.045 Uiso 1 1 calc R . .
C26 C -0.3976(3) 0.0915(3) 0.0367(3) 0.0372(11) Uani 1 1 d . . .
H26A H -0.4139 0.1399 -0.0028 0.045 Uiso 1 1 calc R . .
C27 C -0.4438(3) 0.0702(3) 0.0858(3) 0.0457(13) Uani 1 1 d . . .
H27A H -0.4970 0.1005 0.0859 0.055 Uiso 1 1 calc R . .
C28 C -0.4214(4) -0.0493(3) 0.1990(3) 0.0602(15) Uani 1 1 d . . .
H28A H -0.4007 -0.1119 0.2042 0.072 Uiso 1 1 calc R . .
H28B H -0.4925 -0.0485 0.1769 0.072 Uiso 1 1 calc R . .
C29 C -0.3723(4) -0.0066(4) 0.2881(4) 0.0820(19) Uani 1 1 d . B .
H29A H -0.3998 -0.0330 0.3241 0.098 Uiso 1 1 calc R . .
H29B H -0.3897 0.0569 0.2808 0.098 Uiso 1 1 calc R . .
C30 C -0.2599(4) -0.0138(4) 0.3404(4) 0.0729(17) Uani 1 1 d D . .
H30A H -0.2337 -0.0187 0.2984 0.088 Uiso 1 1 calc R A 1
H30B H -0.2342 0.0415 0.3742 0.088 Uiso 1 1 calc R A 1
C31 C -0.223(3) -0.0929(10) 0.4042(13) 0.084(5) Uani 0.50 1 d PDU B 1
H31A H -0.2683 -0.1429 0.3786 0.101 Uiso 0.50 1 calc PR B 1
H31B H -0.2227 -0.0760 0.4595 0.101 Uiso 0.50 1 calc PR B 1
C32 C -0.118(3) -0.1252(15) 0.4261(17) 0.081(5) Uani 0.50 1 d PDU B 1
H32A H -0.0718 -0.0751 0.4457 0.098 Uiso 0.50 1 calc PR B 1
H32B H -0.1181 -0.1528 0.3742 0.098 Uiso 0.50 1 calc PR B 1
C31' C -0.227(2) -0.1090(9) 0.3716(12) 0.083(5) Uani 0.50 1 d PDU B 2
H31C H -0.2300 -0.1451 0.3227 0.100 Uiso 0.50 1 calc PR B 2
H31D H -0.2710 -0.1360 0.3920 0.100 Uiso 0.50 1 calc PR B 2
C32' C -0.123(3) -0.1060(13) 0.4471(17) 0.084(5) Uani 0.50 1 d PDU B 2
H32C H -0.1171 -0.0567 0.4868 0.101 Uiso 0.50 1 calc PR B 2
H32D H -0.0779 -0.0936 0.4226 0.101 Uiso 0.50 1 calc PR B 2
C33 C -0.0897(4) -0.1954(4) 0.5024(4) 0.0714(17) Uani 1 1 d D . .
H33A H -0.1467 -0.2054 0.5122 0.086 Uiso 1 1 calc R B 1
H33B H -0.0742 -0.2523 0.4834 0.086 Uiso 1 1 calc R B 1
C34 C -0.0036(5) -0.0949(3) 0.6368(4) 0.0652(16) Uani 1 1 d . . .
H34A H -0.0527 -0.0511 0.6202 0.078 Uiso 1 1 calc R B .
C35 C 0.0808(5) -0.0974(3) 0.7123(4) 0.0653(16) Uani 1 1 d . B .
H35A H 0.1019 -0.0556 0.7586 0.078 Uiso 1 1 calc R . .
C36 C 0.0770(3) -0.2150(3) 0.6339(3) 0.0425(12) Uani 1 1 d . . .
H36A H 0.0940 -0.2686 0.6161 0.051 Uiso 1 1 calc R B .
C37 C 0.2284(4) -0.1987(3) 0.7801(3) 0.0627(15) Uani 1 1 d . . .
H37A H 0.2485 -0.2538 0.7635 0.094 Uiso 1 1 calc R B .
H37B H 0.2255 -0.2077 0.8350 0.094 Uiso 1 1 calc R . .
H37C H 0.2754 -0.1519 0.7882 0.094 Uiso 1 1 calc 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
Ni1 O7 2.016(3) 2_545 ?
Ni1 O3 2.018(3) 2_454 ?
Ni1 O1 2.041(3) . ?
Ni1 O6 2.042(3) . ?
Ni1 N1 2.064(3) . ?
Ni1 O1W 2.114(2) . ?
Ni2 O5 2.041(2) . ?
Ni2 O5 2.041(2) 3 ?
Ni2 O8 2.067(2) 4_565 ?
Ni2 O8 2.067(2) 2_545 ?
Ni2 O1W 2.068(2) 3 ?
Ni2 O1W 2.068(2) . ?
O1W H1WB 0.9700 . ?
O1W H1WA 0.9700 . ?
O1 C1 1.243(5) . ?
O2 C1 1.239(5) . ?
O3 C2 1.230(5) . ?
O3 Ni1 2.018(3) 2_444 ?
O4 C2 1.249(5) . ?
C1 C3 1.516(5) . ?
C2 C6 1.515(5) . ?
C3 C4 1.355(5) . ?
C3 C12 1.427(5) . ?
C4 C5 1.414(5) . ?
C4 H4A 0.9300 . ?
C5 C6 1.365(5) . ?
C5 H5A 0.9300 . ?
C6 C7 1.416(6) . ?
C7 C8 1.426(6) . ?
C7 C12 1.430(5) . ?
C8 C9 1.335(6) . ?
C8 H8A 0.9300 . ?
C9 C10 1.411(6) . ?
C9 H9A 0.9300 . ?
C10 C11 1.351(6) . ?
C10 H10A 0.9300 . ?
C11 C12 1.406(6) . ?
C11 H11A 0.9300 . ?
O5 C13 1.251(4) . ?
O6 C13 1.244(4) . ?
O7 C14 1.241(4) . ?
O7 Ni1 2.016(3) 2 ?
O8 C14 1.251(4) . ?
O8 Ni2 2.067(2) 2 ?
C13 C15 1.514(5) . ?
C14 C18 1.515(5) . ?
C15 C16 1.362(5) . ?
C15 C24 1.425(5) . ?
C16 C17 1.407(5) . ?
C16 H16A 0.9300 . ?
C17 C18 1.367(5) . ?
C17 H17A 0.9300 . ?
C18 C19 1.430(5) . ?
C19 C20 1.419(5) . ?
C19 C24 1.428(5) . ?
C20 C21 1.363(5) . ?
C20 H20A 0.9300 . ?
C21 C22 1.393(5) . ?
C21 H21A 0.9300 . ?
C22 C23 1.358(5) . ?
C22 H22A 0.9300 . ?
C23 C24 1.418(5) . ?
C23 H23A 0.9300 . ?
N1 C25 1.315(5) . ?
N1 C26 1.374(5) . ?
N2 C27 1.347(5) . ?
N2 C25 1.349(5) . ?
N2 C28 1.468(5) . ?
N3 C36 1.317(5) . ?
N3 C34 1.365(6) . ?
N3 C33 1.474(6) . ?
N4 C36 1.317(5) . ?
N4 C35 1.359(6) . ?
N4 C37 1.462(5) . ?
C25 H25A 0.9300 . ?
C26 C27 1.357(5) . ?
C26 H26A 0.9300 . ?
C27 H27A 0.9300 . ?
C28 C29 1.476(6) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 C30 1.524(7) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C31' 1.506(9) . ?
C30 C31 1.513(9) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 C32 1.54(6) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 C33 1.553(10) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C31' C32' 1.51(7) . ?
C31' H31C 0.9700 . ?
C31' H31D 0.9700 . ?
C32' C33 1.563(9) . ?
C32' H32C 0.9700 . ?
C32' H32D 0.9700 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 C35 1.325(7) . ?
C34 H34A 0.9300 . ?
C35 H35A 0.9300 . ?
C36 H36A 0.9300 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?

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
O7 Ni1 O3 174.05(12) 2_545 2_454 ?
O7 Ni1 O1 90.20(13) 2_545 . ?
O3 Ni1 O1 89.26(13) 2_454 . ?
O7 Ni1 O6 90.87(13) 2_545 . ?
O3 Ni1 O6 89.53(13) 2_454 . ?
O1 Ni1 O6 178.29(12) . . ?
O7 Ni1 N1 87.44(12) 2_545 . ?
O3 Ni1 N1 86.62(12) 2_454 . ?
O1 Ni1 N1 87.53(11) . . ?
O6 Ni1 N1 91.19(11) . . ?
O7 Ni1 O1W 94.02(10) 2_545 . ?
O3 Ni1 O1W 91.90(11) 2_454 . ?
O1 Ni1 O1W 89.42(10) . . ?
O6 Ni1 O1W 91.84(10) . . ?
N1 Ni1 O1W 176.62(10) . . ?
O5 Ni2 O5 180.0 . 3 ?
O5 Ni2 O8 87.16(10) . 4_565 ?
O5 Ni2 O8 92.84(10) 3 4_565 ?
O5 Ni2 O8 92.84(10) . 2_545 ?
O5 Ni2 O8 87.16(10) 3 2_545 ?
O8 Ni2 O8 180.00(17) 4_565 2_545 ?
O5 Ni2 O1W 89.45(9) . 3 ?
O5 Ni2 O1W 90.55(9) 3 3 ?
O8 Ni2 O1W 94.54(9) 4_565 3 ?
O8 Ni2 O1W 85.46(9) 2_545 3 ?
O5 Ni2 O1W 90.55(9) . . ?
O5 Ni2 O1W 89.45(9) 3 . ?
O8 Ni2 O1W 85.46(9) 4_565 . ?
O8 Ni2 O1W 94.54(9) 2_545 . ?
O1W Ni2 O1W 180.0 3 . ?
Ni2 O1W Ni1 115.91(11) . . ?
Ni2 O1W H1WB 108.3 . . ?
Ni1 O1W H1WB 108.3 . . ?
Ni2 O1W H1WA 108.3 . . ?
Ni1 O1W H1WA 108.3 . . ?
H1WB O1W H1WA 107.4 . . ?
C1 O1 Ni1 131.1(3) . . ?
C2 O3 Ni1 131.6(3) . 2_444 ?
O2 C1 O1 126.5(4) . . ?
O2 C1 C3 118.3(4) . . ?
O1 C1 C3 115.1(4) . . ?
O3 C2 O4 125.2(4) . . ?
O3 C2 C6 114.3(4) . . ?
O4 C2 C6 120.5(4) . . ?
C4 C3 C12 120.3(4) . . ?
C4 C3 C1 117.9(4) . . ?
C12 C3 C1 121.8(4) . . ?
C3 C4 C5 120.9(4) . . ?
C3 C4 H4A 119.5 . . ?
C5 C4 H4A 119.5 . . ?
C6 C5 C4 121.0(4) . . ?
C6 C5 H5A 119.5 . . ?
C4 C5 H5A 119.5 . . ?
C5 C6 C7 119.6(4) . . ?
C5 C6 C2 116.8(4) . . ?
C7 C6 C2 123.5(4) . . ?
C6 C7 C8 122.8(4) . . ?
C6 C7 C12 119.8(4) . . ?
C8 C7 C12 117.3(4) . . ?
C9 C8 C7 121.1(5) . . ?
C9 C8 H8A 119.4 . . ?
C7 C8 H8A 119.4 . . ?
C8 C9 C10 121.4(5) . . ?
C8 C9 H9A 119.3 . . ?
C10 C9 H9A 119.3 . . ?
C11 C10 C9 119.6(5) . . ?
C11 C10 H10A 120.2 . . ?
C9 C10 H10A 120.2 . . ?
C10 C11 C12 121.1(4) . . ?
C10 C11 H11A 119.4 . . ?
C12 C11 H11A 119.4 . . ?
C11 C12 C3 122.2(4) . . ?
C11 C12 C7 119.4(4) . . ?
C3 C12 C7 118.4(4) . . ?
C13 O5 Ni2 131.3(2) . . ?
C13 O6 Ni1 136.0(3) . . ?
C14 O7 Ni1 133.6(3) . 2 ?
C14 O8 Ni2 136.4(2) . 2 ?
O6 C13 O5 127.9(4) . . ?
O6 C13 C15 115.0(3) . . ?
O5 C13 C15 117.1(3) . . ?
O7 C14 O8 126.2(4) . . ?
O7 C14 C18 115.4(3) . . ?
O8 C14 C18 118.3(3) . . ?
C16 C15 C24 119.6(3) . . ?
C16 C15 C13 117.7(3) . . ?
C24 C15 C13 122.3(3) . . ?
C15 C16 C17 120.9(4) . . ?
C15 C16 H16A 119.5 . . ?
C17 C16 H16A 119.5 . . ?
C18 C17 C16 121.0(4) . . ?
C18 C17 H17A 119.5 . . ?
C16 C17 H17A 119.5 . . ?
C17 C18 C19 119.9(3) . . ?
C17 C18 C14 117.5(3) . . ?
C19 C18 C14 122.5(3) . . ?
C20 C19 C24 118.6(4) . . ?
C20 C19 C18 123.1(3) . . ?
C24 C19 C18 118.3(3) . . ?
C21 C20 C19 120.3(4) . . ?
C21 C20 H20A 119.8 . . ?
C19 C20 H20A 119.8 . . ?
C20 C21 C22 121.3(4) . . ?
C20 C21 H21A 119.4 . . ?
C22 C21 H21A 119.4 . . ?
C23 C22 C21 120.2(4) . . ?
C23 C22 H22A 119.9 . . ?
C21 C22 H22A 119.9 . . ?
C22 C23 C24 121.1(4) . . ?
C22 C23 H23A 119.4 . . ?
C24 C23 H23A 119.4 . . ?
C23 C24 C15 121.9(4) . . ?
C23 C24 C19 118.5(3) . . ?
C15 C24 C19 119.6(3) . . ?
C25 N1 C26 105.1(3) . . ?
C25 N1 Ni1 125.5(3) . . ?
C26 N1 Ni1 128.9(3) . . ?
C27 N2 C25 106.9(4) . . ?
C27 N2 C28 126.3(4) . . ?
C25 N2 C28 126.8(4) . . ?
C36 N3 C34 108.5(4) . . ?
C36 N3 C33 126.5(4) . . ?
C34 N3 C33 124.6(5) . . ?
C36 N4 C35 108.7(5) . . ?
C36 N4 C37 126.8(4) . . ?
C35 N4 C37 124.5(5) . . ?
N1 C25 N2 111.7(4) . . ?
N1 C25 H25A 124.2 . . ?
N2 C25 H25A 124.2 . . ?
C27 C26 N1 109.3(4) . . ?
C27 C26 H26A 125.4 . . ?
N1 C26 H26A 125.4 . . ?
N2 C27 C26 107.0(4) . . ?
N2 C27 H27A 126.5 . . ?
C26 C27 H27A 126.5 . . ?
N2 C28 C29 112.2(4) . . ?
N2 C28 H28A 109.2 . . ?
C29 C28 H28A 109.2 . . ?
N2 C28 H28B 109.2 . . ?
C29 C28 H28B 109.2 . . ?
H28A C28 H28B 107.9 . . ?
C28 C29 C30 117.3(5) . . ?
C28 C29 H29A 108.0 . . ?
C30 C29 H29A 108.0 . . ?
C28 C29 H29B 108.0 . . ?
C30 C29 H29B 108.0 . . ?
H29A C29 H29B 107.2 . . ?
C31' C30 C31 21.9(13) . . ?
C31' C30 C29 111.5(14) . . ?
C31 C30 C29 114.5(15) . . ?
C31' C30 H30A 90.3 . . ?
C31 C30 H30A 108.6 . . ?
C29 C30 H30A 108.6 . . ?
C31' C30 H30B 127.4 . . ?
C31 C30 H30B 108.6 . . ?
C29 C30 H30B 108.6 . . ?
H30A C30 H30B 107.6 . . ?
C30 C31 C32 115(2) . . ?
C30 C31 H31A 108.6 . . ?
C32 C31 H31A 108.6 . . ?
C30 C31 H31B 108.6 . . ?
C32 C31 H31B 108.6 . . ?
H31A C31 H31B 107.6 . . ?
C31 C32 C33 105(2) . . ?
C31 C32 H32A 110.7 . . ?
C33 C32 H32A 110.7 . . ?
C31 C32 H32B 110.7 . . ?
C33 C32 H32B 110.7 . . ?
H32A C32 H32B 108.8 . . ?
C30 C31' C32' 108(2) . . ?
C30 C31' H31C 110.0 . . ?
C32' C31' H31C 110.0 . . ?
C30 C31' H31D 110.0 . . ?
C32' C31' H31D 110.0 . . ?
H31C C31' H31D 108.4 . . ?
C31' C32' C33 114(3) . . ?
C31' C32' H32C 108.9 . . ?
C33 C32' H32C 108.9 . . ?
C31' C32' H32D 108.9 . . ?
C33 C32' H32D 108.9 . . ?
H32C C32' H32D 107.7 . . ?
N3 C33 C32 114.1(16) . . ?
N3 C33 C32' 104.3(15) . . ?
C32 C33 C32' 17.9(16) . . ?
N3 C33 H33A 108.7 . . ?
C32 C33 H33A 108.7 . . ?
C32' C33 H33A 99.7 . . ?
N3 C33 H33B 108.7 . . ?
C32 C33 H33B 108.7 . . ?
C32' C33 H33B 126.6 . . ?
H33A C33 H33B 107.6 . . ?
C35 C34 N3 107.2(5) . . ?
C35 C34 H34A 126.4 . . ?
N3 C34 H34A 126.4 . . ?
C34 C35 N4 107.4(5) . . ?
C34 C35 H35A 126.3 . . ?
N4 C35 H35A 126.3 . . ?
N4 C36 N3 108.2(4) . . ?
N4 C36 H36A 125.9 . . ?
N3 C36 H36A 125.9 . . ?
N4 C37 H37A 109.5 . . ?
N4 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
N4 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.440
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.080
_database_code_depnum_ccdc_archive 'CCDC 981580'
