# Electronic Supplementary Material (ESI) for ChemComm.
# 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.
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data_130416am

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H41 Cl2 N12 Ni O2.50'
_chemical_formula_weight         859.46

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'
Cl Cl 0.1484 0.1585 '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   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                   17.941(13)
_cell_length_b                   21.240(15)
_cell_length_c                   13.616(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 130.316(7)
_cell_angle_gamma                90.00
_cell_volume                     3956(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2730
_cell_measurement_theta_min      2.961
_cell_measurement_theta_max      25.984

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1788
_exptl_absorpt_coefficient_mu    0.680
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8873
_exptl_absorpt_correction_T_max  0.9476
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(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            10323
_diffrn_reflns_av_R_equivalents  0.0410
_diffrn_reflns_av_sigmaI/netI    0.0574
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.77
_diffrn_reflns_theta_max         25.60
_reflns_number_total             3720
_reflns_number_gt                2735
_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)+(0.0656P)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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3720
_refine_ls_number_parameters     275
_refine_ls_number_restraints     32
_refine_ls_R_factor_all          0.0702
_refine_ls_R_factor_gt           0.0473
_refine_ls_wR_factor_ref         0.1239
_refine_ls_wR_factor_gt          0.1153
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.037
_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 0.5590(3) 0.14172(15) 1.0075(4) 0.0400(9) Uani 1 1 d . . .
H1 H 0.5396 0.1537 1.0536 0.048 Uiso 1 1 calc R . .
C2 C 0.5867(2) 0.08517(14) 0.9094(3) 0.0309(7) Uani 1 1 d . . .
H2 H 0.5923 0.0514 0.8710 0.037 Uiso 1 1 calc R . .
C3 C 0.6570(2) 0.16954(15) 0.8618(3) 0.0307(7) Uani 1 1 d . . .
C4 C 0.6288(2) 0.22846(15) 0.8058(3) 0.0336(8) Uani 1 1 d . . .
H4 H 0.5834 0.2521 0.8022 0.040 Uiso 1 1 calc R . .
C5 C 0.6700(2) 0.25153(15) 0.7550(3) 0.0316(8) Uani 1 1 d . . .
C6 C 0.7410(2) 0.21658(15) 0.7659(3) 0.0309(7) Uani 1 1 d . . .
C7 C 0.7694(2) 0.15804(15) 0.8248(3) 0.0363(8) Uani 1 1 d . . .
H7 H 0.8171 0.1350 0.8326 0.044 Uiso 1 1 calc R . .
C8 C 0.7262(3) 0.13422(16) 0.8717(3) 0.0381(8) Uani 1 1 d . . .
H8 H 0.7436 0.0946 0.9098 0.046 Uiso 1 1 calc R . .
C9 C 0.6462(2) 0.31189(15) 0.6806(3) 0.0337(8) Uani 1 1 d . . .
C10 C 0.6615(3) 0.37074(17) 0.7569(4) 0.0473(10) Uani 1 1 d . . .
H10A H 0.6187 0.3691 0.7763 0.071 Uiso 1 1 calc R . .
H10B H 0.6472 0.4076 0.7066 0.071 Uiso 1 1 calc R . .
H10C H 0.7282 0.3723 0.8357 0.071 Uiso 1 1 calc R . .
C11 C 0.5411(3) 0.3105(2) 0.5520(4) 0.0530(11) Uani 1 1 d . . .
H11A H 0.5317 0.2733 0.5050 0.080 Uiso 1 1 calc R . .
H11B H 0.5295 0.3471 0.5025 0.080 Uiso 1 1 calc R . .
H11C H 0.4963 0.3100 0.5680 0.080 Uiso 1 1 calc R . .
C12 C 0.7187(2) 0.30846(16) 0.6579(3) 0.0314(8) Uani 1 1 d . . .
C13 C 0.7334(2) 0.35198(15) 0.5967(3) 0.0336(8) Uani 1 1 d . . .
H13 H 0.6966 0.3887 0.5623 0.040 Uiso 1 1 calc R . .
C14 C 0.8045(2) 0.33923(15) 0.5880(3) 0.0317(8) Uani 1 1 d . . .
C15 C 0.8595(2) 0.28447(15) 0.6368(3) 0.0352(8) Uani 1 1 d . . .
H15 H 0.9064 0.2770 0.6287 0.042 Uiso 1 1 calc R . .
C16 C 0.8441(2) 0.24071(16) 0.6979(3) 0.0351(8) Uani 1 1 d . . .
H16 H 0.8806 0.2038 0.7315 0.042 Uiso 1 1 calc R . .
C17 C 0.7731(2) 0.25305(14) 0.7080(3) 0.0295(7) Uani 1 1 d . . .
C18 C 0.7960(3) 0.45325(16) 0.3994(3) 0.0395(9) Uani 1 1 d . . .
H18 H 0.7644 0.4812 0.3306 0.047 Uiso 1 1 calc R . .
C19 C 0.9072(2) 0.40370(15) 0.5638(3) 0.0312(7) Uani 1 1 d . . .
H19 H 0.9679 0.3888 0.6357 0.037 Uiso 1 1 calc R . .
C20 C 0.5742(10) 0.5084(7) 0.4272(14) 0.278(7) Uani 0.50 1 d PDU A 1
H20A H 0.5129 0.5280 0.3907 0.418 Uiso 0.50 1 d PR A 1
H20B H 0.5623 0.4674 0.3898 0.418 Uiso 0.50 1 d PR A 1
H20C H 0.6087 0.5337 0.4097 0.418 Uiso 0.50 1 d PR A 1
O1 O 0.6360(10) 0.5034(5) 0.5701(13) 0.179(5) Uani 0.50 1 d PDU A 1
H1A H 0.6102 0.5225 0.5936 0.269 Uiso 0.50 1 d PR A 1
C20W C 0.5742(10) 0.5084(7) 0.4272(14) 0.278(7) Uani 0.50 1 d PDU B 2
H20D H 0.6132 0.4930 0.4119 0.418 Uiso 0.50 1 d PR B 2
H20E H 0.6155 0.5215 0.5200 0.418 Uiso 0.50 1 d PR B 2
H20F H 0.5425 0.5483 0.3795 0.418 Uiso 0.50 1 d PR B 2
O1W O 0.5010(13) 0.4646(8) 0.404(2) 0.284(9) Uani 0.50 1 d PDU B 2
H1W H 0.4514 0.4695 0.3290 0.427 Uiso 0.50 1 d PR B 2
Cl1 Cl 0.61561(6) 0.02059(4) 1.23047(8) 0.0368(2) Uani 1 1 d . . .
N1 N 0.55185(19) 0.08145(12) 0.9696(2) 0.0294(6) Uani 1 1 d . . .
N2 N 0.5949(2) 0.18175(12) 0.9753(3) 0.0405(7) Uani 1 1 d . . .
N3 N 0.61282(19) 0.14413(12) 0.9113(3) 0.0306(6) Uani 1 1 d . . .
N4 N 0.82213(19) 0.38375(12) 0.5264(3) 0.0312(6) Uani 1 1 d . . .
N5 N 0.7483(2) 0.41668(14) 0.4199(3) 0.0417(7) Uani 1 1 d . . .
N6 N 0.89403(19) 0.44749(12) 0.4850(3) 0.0294(6) Uani 1 1 d . . .
Ni1 Ni 0.5000 0.0000 1.0000 0.02499(18) Uani 1 2 d S . .
O2 O 1.0000 0.0946(10) 0.7500 0.262(10) Uani 0.50 2 d SPU . .
H2A H 0.9962 0.0967 0.7934 0.394 Uiso 0.25 1 d PR . .
H2B H 1.0391 0.1217 0.7753 0.394 Uiso 0.25 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
C1 N2 1.301(4) . ?
C1 N1 1.355(4) . ?
C1 H1 0.9300 . ?
C2 N1 1.316(4) . ?
C2 N3 1.331(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.380(4) . ?
C3 C8 1.380(5) . ?
C3 N3 1.438(4) . ?
C4 C5 1.388(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.396(4) . ?
C5 C9 1.515(4) . ?
C6 C7 1.386(4) . ?
C6 C17 1.464(4) . ?
C7 C8 1.381(4) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 C12 1.520(4) . ?
C9 C10 1.533(5) . ?
C9 C11 1.533(5) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.380(4) . ?
C12 C17 1.393(4) . ?
C13 C14 1.382(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.385(5) . ?
C14 N4 1.429(4) . ?
C15 C16 1.389(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.392(4) . ?
C16 H16 0.9300 . ?
C18 N5 1.314(4) . ?
C18 N6 1.346(4) . ?
C18 H18 0.9300 . ?
C19 N6 1.320(4) . ?
C19 N4 1.328(4) . ?
C19 H19 0.9300 . ?
C20 O1 1.495(9) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C20 H20D 0.9111 . ?
C20 H20E 1.0054 . ?
C20 H20F 0.9931 . ?
O1 H1A 0.8200 . ?
O1 H20E 0.6510 . ?
O1W H20A 1.3958 . ?
O1W H20B 1.2388 . ?
O1W H1W 0.8200 . ?
Cl1 Ni1 2.4328(19) . ?
N1 Ni1 2.128(3) . ?
N2 N3 1.365(4) . ?
N4 N5 1.364(4) . ?
N6 Ni1 2.097(3) 4_656 ?
Ni1 N6 2.097(3) 4_646 ?
Ni1 N6 2.097(3) 8_456 ?
Ni1 N1 2.128(3) 5_657 ?
Ni1 Cl1 2.4328(19) 5_657 ?
O2 H2A 0.6396 . ?
O2 H2B 0.7918 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C1 N1 115.8(3) . . ?
N2 C1 H1 122.1 . . ?
N1 C1 H1 122.1 . . ?
N1 C2 N3 110.3(3) . . ?
N1 C2 H2 124.9 . . ?
N3 C2 H2 124.9 . . ?
C4 C3 C8 122.2(3) . . ?
C4 C3 N3 118.9(3) . . ?
C8 C3 N3 119.0(3) . . ?
C3 C4 C5 118.2(3) . . ?
C3 C4 H4 120.9 . . ?
C5 C4 H4 120.9 . . ?
C4 C5 C6 120.2(3) . . ?
C4 C5 C9 128.4(3) . . ?
C6 C5 C9 111.4(3) . . ?
C7 C6 C5 120.5(3) . . ?
C7 C6 C17 131.3(3) . . ?
C5 C6 C17 108.1(3) . . ?
C8 C7 C6 119.3(3) . . ?
C8 C7 H7 120.3 . . ?
C6 C7 H7 120.3 . . ?
C3 C8 C7 119.6(3) . . ?
C3 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C5 C9 C12 100.8(3) . . ?
C5 C9 C10 112.8(3) . . ?
C12 C9 C10 112.1(3) . . ?
C5 C9 C11 110.7(3) . . ?
C12 C9 C11 110.4(3) . . ?
C10 C9 C11 109.8(3) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C17 121.0(3) . . ?
C13 C12 C9 127.9(3) . . ?
C17 C12 C9 111.2(3) . . ?
C12 C13 C14 117.9(3) . . ?
C12 C13 H13 121.0 . . ?
C14 C13 H13 121.0 . . ?
C13 C14 C15 122.3(3) . . ?
C13 C14 N4 119.2(3) . . ?
C15 C14 N4 118.6(3) . . ?
C14 C15 C16 119.6(3) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C15 C16 C17 118.8(3) . . ?
C15 C16 H16 120.6 . . ?
C17 C16 H16 120.6 . . ?
C16 C17 C12 120.4(3) . . ?
C16 C17 C6 131.2(3) . . ?
C12 C17 C6 108.4(3) . . ?
N5 C18 N6 115.4(3) . . ?
N5 C18 H18 122.3 . . ?
N6 C18 H18 122.3 . . ?
N6 C19 N4 110.8(3) . . ?
N6 C19 H19 124.6 . . ?
N4 C19 H19 124.6 . . ?
O1 C20 H20A 109.9 . . ?
O1 C20 H20B 110.5 . . ?
H20A C20 H20B 109.5 . . ?
O1 C20 H20C 108.0 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O1 C20 H20D 103.9 . . ?
H20A C20 H20D 146.0 . . ?
H20B C20 H20D 59.5 . . ?
H20C C20 H20D 55.2 . . ?
O1 C20 H20E 20.2 . . ?
H20A C20 H20E 101.3 . . ?
H20B C20 H20E 130.4 . . ?
H20C C20 H20E 95.0 . . ?
H20D C20 H20E 109.7 . . ?
O1 C20 H20F 122.8 . . ?
H20A C20 H20F 46.6 . . ?
H20B C20 H20F 126.1 . . ?
H20C C20 H20F 62.9 . . ?
H20D C20 H20F 110.8 . . ?
H20E C20 H20F 103.3 . . ?
C20 O1 H1A 110.0 . . ?
C20 O1 H20E 32.2 . . ?
H1A O1 H20E 92.2 . . ?
H20A O1W H20B 72.8 . . ?
H20A O1W H1W 81.1 . . ?
H20B O1W H1W 98.7 . . ?
C2 N1 C1 102.4(3) . . ?
C2 N1 Ni1 127.8(2) . . ?
C1 N1 Ni1 129.8(2) . . ?
C1 N2 N3 101.8(3) . . ?
C2 N3 N2 109.8(2) . . ?
C2 N3 C3 129.6(3) . . ?
N2 N3 C3 120.6(3) . . ?
C19 N4 N5 109.2(3) . . ?
C19 N4 C14 128.5(3) . . ?
N5 N4 C14 122.1(3) . . ?
C18 N5 N4 102.1(3) . . ?
C19 N6 C18 102.4(3) . . ?
C19 N6 Ni1 128.4(2) . 4_656 ?
C18 N6 Ni1 129.0(2) . 4_656 ?
N6 Ni1 N6 180.00(16) 4_646 8_456 ?
N6 Ni1 N1 88.18(11) 4_646 . ?
N6 Ni1 N1 91.82(11) 8_456 . ?
N6 Ni1 N1 91.82(11) 4_646 5_657 ?
N6 Ni1 N1 88.18(11) 8_456 5_657 ?
N1 Ni1 N1 180.00(17) . 5_657 ?
N6 Ni1 Cl1 89.57(9) 4_646 5_657 ?
N6 Ni1 Cl1 90.43(9) 8_456 5_657 ?
N1 Ni1 Cl1 90.59(8) . 5_657 ?
N1 Ni1 Cl1 89.41(8) 5_657 5_657 ?
N6 Ni1 Cl1 90.43(9) 4_646 . ?
N6 Ni1 Cl1 89.57(9) 8_456 . ?
N1 Ni1 Cl1 89.41(8) . . ?
N1 Ni1 Cl1 90.59(8) 5_657 . ?
Cl1 Ni1 Cl1 180.0 5_657 . ?
H2A O2 H2B 98.1 . . ?

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
C8 C3 C4 C5 1.9(5) . . . . ?
N3 C3 C4 C5 -178.1(3) . . . . ?
C3 C4 C5 C6 -2.6(5) . . . . ?
C3 C4 C5 C9 175.0(3) . . . . ?
C4 C5 C6 C7 1.4(5) . . . . ?
C9 C5 C6 C7 -176.6(3) . . . . ?
C4 C5 C6 C17 -178.2(3) . . . . ?
C9 C5 C6 C17 3.8(4) . . . . ?
C5 C6 C7 C8 0.6(5) . . . . ?
C17 C6 C7 C8 -179.9(3) . . . . ?
C4 C3 C8 C7 0.2(5) . . . . ?
N3 C3 C8 C7 -179.9(3) . . . . ?
C6 C7 C8 C3 -1.4(5) . . . . ?
C4 C5 C9 C12 178.7(3) . . . . ?
C6 C5 C9 C12 -3.5(4) . . . . ?
C4 C5 C9 C10 59.0(5) . . . . ?
C6 C5 C9 C10 -123.2(3) . . . . ?
C4 C5 C9 C11 -64.4(5) . . . . ?
C6 C5 C9 C11 113.4(3) . . . . ?
C5 C9 C12 C13 -178.2(3) . . . . ?
C10 C9 C12 C13 -58.0(5) . . . . ?
C11 C9 C12 C13 64.7(5) . . . . ?
C5 C9 C12 C17 1.9(4) . . . . ?
C10 C9 C12 C17 122.1(3) . . . . ?
C11 C9 C12 C17 -115.1(3) . . . . ?
C17 C12 C13 C14 -0.7(5) . . . . ?
C9 C12 C13 C14 179.4(3) . . . . ?
C12 C13 C14 C15 0.9(5) . . . . ?
C12 C13 C14 N4 -179.3(3) . . . . ?
C13 C14 C15 C16 -0.7(5) . . . . ?
N4 C14 C15 C16 179.6(3) . . . . ?
C14 C15 C16 C17 0.3(5) . . . . ?
C15 C16 C17 C12 -0.2(5) . . . . ?
C15 C16 C17 C6 180.0(3) . . . . ?
C13 C12 C17 C16 0.4(5) . . . . ?
C9 C12 C17 C16 -179.7(3) . . . . ?
C13 C12 C17 C6 -179.7(3) . . . . ?
C9 C12 C17 C6 0.2(4) . . . . ?
C7 C6 C17 C16 -2.1(6) . . . . ?
C5 C6 C17 C16 177.4(3) . . . . ?
C7 C6 C17 C12 178.0(3) . . . . ?
C5 C6 C17 C12 -2.4(4) . . . . ?
N3 C2 N1 C1 -0.1(4) . . . . ?
N3 C2 N1 Ni1 -179.3(2) . . . . ?
N2 C1 N1 C2 0.2(4) . . . . ?
N2 C1 N1 Ni1 179.4(2) . . . . ?
N1 C1 N2 N3 -0.2(4) . . . . ?
N1 C2 N3 N2 -0.1(4) . . . . ?
N1 C2 N3 C3 177.7(3) . . . . ?
C1 N2 N3 C2 0.2(4) . . . . ?
C1 N2 N3 C3 -177.8(3) . . . . ?
C4 C3 N3 C2 142.6(3) . . . . ?
C8 C3 N3 C2 -37.4(5) . . . . ?
C4 C3 N3 N2 -39.9(4) . . . . ?
C8 C3 N3 N2 140.1(3) . . . . ?
N6 C19 N4 N5 -1.8(4) . . . . ?
N6 C19 N4 C14 -176.8(3) . . . . ?
C13 C14 N4 C19 136.7(3) . . . . ?
C15 C14 N4 C19 -43.5(5) . . . . ?
C13 C14 N4 N5 -37.7(4) . . . . ?
C15 C14 N4 N5 142.0(3) . . . . ?
N6 C18 N5 N4 -1.3(4) . . . . ?
C19 N4 N5 C18 1.8(4) . . . . ?
C14 N4 N5 C18 177.2(3) . . . . ?
N4 C19 N6 C18 0.9(4) . . . . ?
N4 C19 N6 Ni1 176.14(19) . . . 4_656 ?
N5 C18 N6 C19 0.3(4) . . . . ?
N5 C18 N6 Ni1 -174.9(2) . . . 4_656 ?
C2 N1 Ni1 N6 34.0(3) . . . 4_646 ?
C1 N1 Ni1 N6 -145.0(3) . . . 4_646 ?
C2 N1 Ni1 N6 -146.0(3) . . . 8_456 ?
C1 N1 Ni1 N6 35.0(3) . . . 8_456 ?
C2 N1 Ni1 N1 -145(24) . . . 5_657 ?
C1 N1 Ni1 N1 36(24) . . . 5_657 ?
C2 N1 Ni1 Cl1 -55.5(3) . . . 5_657 ?
C1 N1 Ni1 Cl1 125.5(3) . . . 5_657 ?
C2 N1 Ni1 Cl1 124.5(3) . . . . ?
C1 N1 Ni1 Cl1 -54.5(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.60
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.482
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.064
_database_code_depnum_ccdc_archive 'CCDC 1027707'
#######################################################################
#
#                 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_130507bm

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H32 Cl2 N12 Ni'
_chemical_formula_weight         786.37

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'
Cl Cl 0.1484 0.1585 '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   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                   18.101(14)
_cell_length_b                   20.893(16)
_cell_length_c                   13.626(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 130.367(8)
_cell_angle_gamma                90.00
_cell_volume                     3926(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3345
_cell_measurement_theta_min      2.949
_cell_measurement_theta_max      26.096

_exptl_crystal_description       bar
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1624
_exptl_absorpt_coefficient_mu    0.674
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8604
_exptl_absorpt_correction_T_max  0.9543
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(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            10339
_diffrn_reflns_av_R_equivalents  0.0429
_diffrn_reflns_av_sigmaI/netI    0.0495
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.77
_diffrn_reflns_theta_max         25.60
_reflns_number_total             3686
_reflns_number_gt                2868
_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)+(0.0705P)²+0.5911P] 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         3686
_refine_ls_number_parameters     243
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0573
_refine_ls_R_factor_gt           0.0432
_refine_ls_wR_factor_ref         0.1287
_refine_ls_wR_factor_gt          0.1211
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_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 0.0598(3) 0.14301(14) 1.0078(3) 0.0415(8) Uani 1 1 d . . .
H1 H 0.0406 0.1554 1.0539 0.050 Uiso 1 1 calc R . .
C2 C 0.0871(2) 0.08517(13) 0.9100(3) 0.0320(7) Uani 1 1 d . . .
H2 H 0.0926 0.0506 0.8721 0.038 Uiso 1 1 calc R . .
C3 C 0.1573(2) 0.17023(14) 0.8625(3) 0.0326(7) Uani 1 1 d . . .
C4 C 0.1283(2) 0.22977(14) 0.8036(3) 0.0350(7) Uani 1 1 d . . .
H4 H 0.0824 0.2538 0.7981 0.042 Uiso 1 1 calc R . .
C5 C 0.1695(2) 0.25229(14) 0.7535(3) 0.0337(7) Uani 1 1 d . . .
C6 C 0.2407(2) 0.21665(14) 0.7660(3) 0.0320(7) Uani 1 1 d . . .
C7 C 0.2699(2) 0.15789(15) 0.8273(3) 0.0381(7) Uani 1 1 d . . .
H7 H 0.3178 0.1345 0.8364 0.046 Uiso 1 1 calc R . .
C8 C 0.2271(2) 0.13428(15) 0.8749(3) 0.0379(7) Uani 1 1 d . . .
H8 H 0.2451 0.0945 0.9149 0.045 Uiso 1 1 calc R . .
C9 C 0.1459(2) 0.31363(14) 0.6779(3) 0.0351(7) Uani 1 1 d . . .
C10 C 0.0421(3) 0.31220(19) 0.5495(4) 0.0569(10) Uani 1 1 d . . .
H10A H 0.0301 0.3502 0.5014 0.085 Uiso 1 1 calc R . .
H10B H -0.0024 0.3103 0.5652 0.085 Uiso 1 1 calc R . .
H10C H 0.0336 0.2752 0.5013 0.085 Uiso 1 1 calc R . .
C11 C 0.1622(3) 0.37386(17) 0.7537(4) 0.0507(9) Uani 1 1 d . . .
H11A H 0.2288 0.3758 0.8313 0.076 Uiso 1 1 calc R . .
H11B H 0.1211 0.3725 0.7752 0.076 Uiso 1 1 calc R . .
H11C H 0.1469 0.4110 0.7022 0.076 Uiso 1 1 calc R . .
C12 C 0.2179(2) 0.30940(14) 0.6552(3) 0.0321(7) Uani 1 1 d . . .
C13 C 0.2330(2) 0.35272(14) 0.5936(3) 0.0345(7) Uani 1 1 d . . .
H13 H 0.1969 0.3902 0.5586 0.041 Uiso 1 1 calc R . .
C14 C 0.3034(2) 0.33901(14) 0.5853(3) 0.0319(7) Uani 1 1 d . . .
C15 C 0.3585(2) 0.28385(15) 0.6371(3) 0.0364(7) Uani 1 1 d . . .
H15 H 0.4056 0.2761 0.6302 0.044 Uiso 1 1 calc R . .
C16 C 0.3437(2) 0.24009(14) 0.6992(3) 0.0349(7) Uani 1 1 d . . .
H16 H 0.3803 0.2028 0.7342 0.042 Uiso 1 1 calc R . .
C17 C 0.2729(2) 0.25324(14) 0.7079(3) 0.0310(7) Uani 1 1 d . . .
C18 C 0.2969(2) 0.45343(15) 0.3967(3) 0.0407(8) Uani 1 1 d . . .
H18 H 0.2662 0.4818 0.3279 0.049 Uiso 1 1 calc R . .
C19 C 0.4069(2) 0.40289(14) 0.5627(3) 0.0323(7) Uani 1 1 d . . .
H19 H 0.4669 0.3878 0.6352 0.039 Uiso 1 1 calc R . .
Cl1 Cl 0.11349(6) 0.02162(4) 1.22923(7) 0.0375(2) Uani 1 1 d . . .
N1 N 0.05222(18) 0.08209(11) 0.9699(2) 0.0305(6) Uani 1 1 d . . .
N2 N 0.0959(2) 0.18377(11) 0.9755(3) 0.0422(7) Uani 1 1 d . . .
N3 N 0.11334(18) 0.14514(11) 0.9119(2) 0.0311(6) Uani 1 1 d . . .
N4 N 0.32146(18) 0.38351(11) 0.5238(2) 0.0329(6) Uani 1 1 d . . .
N5 N 0.2487(2) 0.41694(13) 0.4171(3) 0.0436(7) Uani 1 1 d . . .
N6 N 0.39389(18) 0.44655(11) 0.4830(2) 0.0306(6) Uani 1 1 d . . .
Ni1 Ni 0.0000 0.0000 1.0000 0.02544(17) Uani 1 2 d S . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N2 1.312(4) . ?
C1 N1 1.347(4) . ?
C1 H1 0.9300 . ?
C2 N1 1.317(4) . ?
C2 N3 1.334(4) . ?
C2 H2 0.9300 . ?
C3 C8 1.383(4) . ?
C3 C4 1.386(4) . ?
C3 N3 1.433(4) . ?
C4 C5 1.380(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.400(4) . ?
C5 C9 1.522(4) . ?
C6 C7 1.383(4) . ?
C6 C17 1.466(4) . ?
C7 C8 1.385(4) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 C12 1.524(4) . ?
C9 C10 1.527(5) . ?
C9 C11 1.531(5) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.377(4) . ?
C12 C17 1.399(4) . ?
C13 C14 1.380(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.381(4) . ?
C14 N4 1.423(3) . ?
C15 C16 1.384(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.389(4) . ?
C16 H16 0.9300 . ?
C18 N5 1.315(4) . ?
C18 N6 1.346(4) . ?
C18 H18 0.9300 . ?
C19 N6 1.317(4) . ?
C19 N4 1.333(4) . ?
C19 H19 0.9300 . ?
Cl1 Ni1 2.4225(19) . ?
N1 Ni1 2.123(2) . ?
N2 N3 1.362(3) . ?
N4 N5 1.363(4) . ?
N6 Ni1 2.101(3) 4_556 ?
Ni1 N6 2.101(3) 4_546 ?
Ni1 N6 2.101(3) 8_456 ?
Ni1 N1 2.123(2) 5_557 ?
Ni1 Cl1 2.4225(19) 5_557 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C1 N1 115.7(3) . . ?
N2 C1 H1 122.1 . . ?
N1 C1 H1 122.1 . . ?
N1 C2 N3 110.0(3) . . ?
N1 C2 H2 125.0 . . ?
N3 C2 H2 125.0 . . ?
C8 C3 C4 122.1(3) . . ?
C8 C3 N3 119.0(3) . . ?
C4 C3 N3 118.9(3) . . ?
C5 C4 C3 117.9(3) . . ?
C5 C4 H4 121.0 . . ?
C3 C4 H4 121.0 . . ?
C4 C5 C6 120.6(3) . . ?
C4 C5 C9 128.1(3) . . ?
C6 C5 C9 111.3(2) . . ?
C7 C6 C5 120.5(3) . . ?
C7 C6 C17 131.2(3) . . ?
C5 C6 C17 108.3(3) . . ?
C6 C7 C8 119.2(3) . . ?
C6 C7 H7 120.4 . . ?
C8 C7 H7 120.4 . . ?
C3 C8 C7 119.6(3) . . ?
C3 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C5 C9 C12 100.8(2) . . ?
C5 C9 C10 110.9(3) . . ?
C12 C9 C10 110.2(3) . . ?
C5 C9 C11 112.9(3) . . ?
C12 C9 C11 111.6(3) . . ?
C10 C9 C11 110.2(3) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C17 120.5(3) . . ?
C13 C12 C9 128.3(3) . . ?
C17 C12 C9 111.2(3) . . ?
C12 C13 C14 118.2(3) . . ?
C12 C13 H13 120.9 . . ?
C14 C13 H13 120.9 . . ?
C13 C14 C15 122.0(3) . . ?
C13 C14 N4 119.2(3) . . ?
C15 C14 N4 118.7(3) . . ?
C14 C15 C16 120.2(3) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C15 C16 C17 118.4(3) . . ?
C15 C16 H16 120.8 . . ?
C17 C16 H16 120.8 . . ?
C16 C17 C12 120.8(3) . . ?
C16 C17 C6 130.9(3) . . ?
C12 C17 C6 108.3(3) . . ?
N5 C18 N6 114.9(3) . . ?
N5 C18 H18 122.5 . . ?
N6 C18 H18 122.5 . . ?
N6 C19 N4 109.9(3) . . ?
N6 C19 H19 125.0 . . ?
N4 C19 H19 125.0 . . ?
C2 N1 C1 102.7(2) . . ?
C2 N1 Ni1 127.68(19) . . ?
C1 N1 Ni1 129.6(2) . . ?
C1 N2 N3 101.5(2) . . ?
C2 N3 N2 110.0(2) . . ?
C2 N3 C3 129.3(3) . . ?
N2 N3 C3 120.6(2) . . ?
C19 N4 N5 109.8(2) . . ?
C19 N4 C14 127.9(3) . . ?
N5 N4 C14 122.1(3) . . ?
C18 N5 N4 102.0(3) . . ?
C19 N6 C18 103.3(2) . . ?
C19 N6 Ni1 127.9(2) . 4_556 ?
C18 N6 Ni1 128.5(2) . 4_556 ?
N6 Ni1 N6 180.00(15) 4_546 8_456 ?
N6 Ni1 N1 87.78(10) 4_546 . ?
N6 Ni1 N1 92.22(10) 8_456 . ?
N6 Ni1 N1 92.22(10) 4_546 5_557 ?
N6 Ni1 N1 87.78(10) 8_456 5_557 ?
N1 Ni1 N1 180.00(16) . 5_557 ?
N6 Ni1 Cl1 89.68(8) 4_546 5_557 ?
N6 Ni1 Cl1 90.32(8) 8_456 5_557 ?
N1 Ni1 Cl1 90.76(8) . 5_557 ?
N1 Ni1 Cl1 89.24(8) 5_557 5_557 ?
N6 Ni1 Cl1 90.32(8) 4_546 . ?
N6 Ni1 Cl1 89.68(8) 8_456 . ?
N1 Ni1 Cl1 89.24(8) . . ?
N1 Ni1 Cl1 90.76(8) 5_557 . ?
Cl1 Ni1 Cl1 180.0 5_557 . ?

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
C8 C3 C4 C5 1.7(5) . . . . ?
N3 C3 C4 C5 -178.3(3) . . . . ?
C3 C4 C5 C6 -2.0(4) . . . . ?
C3 C4 C5 C9 176.0(3) . . . . ?
C4 C5 C6 C7 0.8(4) . . . . ?
C9 C5 C6 C7 -177.5(3) . . . . ?
C4 C5 C6 C17 -178.1(3) . . . . ?
C9 C5 C6 C17 3.5(3) . . . . ?
C5 C6 C7 C8 0.8(4) . . . . ?
C17 C6 C7 C8 179.5(3) . . . . ?
C4 C3 C8 C7 -0.1(5) . . . . ?
N3 C3 C8 C7 179.8(3) . . . . ?
C6 C7 C8 C3 -1.2(5) . . . . ?
C4 C5 C9 C12 179.0(3) . . . . ?
C6 C5 C9 C12 -2.8(3) . . . . ?
C4 C5 C9 C10 -64.4(4) . . . . ?
C6 C5 C9 C10 113.8(3) . . . . ?
C4 C5 C9 C11 59.9(4) . . . . ?
C6 C5 C9 C11 -122.0(3) . . . . ?
C5 C9 C12 C13 -178.2(3) . . . . ?
C10 C9 C12 C13 64.6(4) . . . . ?
C11 C9 C12 C13 -58.2(4) . . . . ?
C5 C9 C12 C17 1.1(3) . . . . ?
C10 C9 C12 C17 -116.1(3) . . . . ?
C11 C9 C12 C17 121.1(3) . . . . ?
C17 C12 C13 C14 0.2(4) . . . . ?
C9 C12 C13 C14 179.4(3) . . . . ?
C12 C13 C14 C15 -0.3(4) . . . . ?
C12 C13 C14 N4 -179.0(3) . . . . ?
C13 C14 C15 C16 0.3(5) . . . . ?
N4 C14 C15 C16 179.0(3) . . . . ?
C14 C15 C16 C17 -0.1(4) . . . . ?
C15 C16 C17 C12 0.0(4) . . . . ?
C15 C16 C17 C6 179.6(3) . . . . ?
C13 C12 C17 C16 0.0(4) . . . . ?
C9 C12 C17 C16 -179.4(3) . . . . ?
C13 C12 C17 C6 -179.7(3) . . . . ?
C9 C12 C17 C6 0.9(3) . . . . ?
C7 C6 C17 C16 -1.2(5) . . . . ?
C5 C6 C17 C16 177.6(3) . . . . ?
C7 C6 C17 C12 178.4(3) . . . . ?
C5 C6 C17 C12 -2.8(3) . . . . ?
N3 C2 N1 C1 -0.4(3) . . . . ?
N3 C2 N1 Ni1 -179.43(19) . . . . ?
N2 C1 N1 C2 0.4(4) . . . . ?
N2 C1 N1 Ni1 179.5(2) . . . . ?
N1 C1 N2 N3 -0.3(4) . . . . ?
N1 C2 N3 N2 0.2(4) . . . . ?
N1 C2 N3 C3 177.9(3) . . . . ?
C1 N2 N3 C2 0.0(3) . . . . ?
C1 N2 N3 C3 -177.8(3) . . . . ?
C8 C3 N3 C2 -38.6(5) . . . . ?
C4 C3 N3 C2 141.4(3) . . . . ?
C8 C3 N3 N2 138.8(3) . . . . ?
C4 C3 N3 N2 -41.2(4) . . . . ?
N6 C19 N4 N5 -2.2(3) . . . . ?
N6 C19 N4 C14 -177.2(3) . . . . ?
C13 C14 N4 C19 136.6(3) . . . . ?
C15 C14 N4 C19 -42.2(4) . . . . ?
C13 C14 N4 N5 -37.9(4) . . . . ?
C15 C14 N4 N5 143.3(3) . . . . ?
N6 C18 N5 N4 -1.1(4) . . . . ?
C19 N4 N5 C18 1.9(3) . . . . ?
C14 N4 N5 C18 177.3(3) . . . . ?
N4 C19 N6 C18 1.4(3) . . . . ?
N4 C19 N6 Ni1 174.95(18) . . . 4_556 ?
N5 C18 N6 C19 -0.2(4) . . . . ?
N5 C18 N6 Ni1 -173.7(2) . . . 4_556 ?
C2 N1 Ni1 N6 34.4(3) . . . 4_546 ?
C1 N1 Ni1 N6 -144.4(3) . . . 4_546 ?
C2 N1 Ni1 N6 -145.6(3) . . . 8_456 ?
C1 N1 Ni1 N6 35.6(3) . . . 8_456 ?
C2 N1 Ni1 N1 -145(18) . . . 5_557 ?
C1 N1 Ni1 N1 36(18) . . . 5_557 ?
C2 N1 Ni1 Cl1 -55.3(3) . . . 5_557 ?
C1 N1 Ni1 Cl1 126.0(3) . . . 5_557 ?
C2 N1 Ni1 Cl1 124.7(3) . . . . ?
C1 N1 Ni1 Cl1 -54.0(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.60
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.564
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.074
_database_code_depnum_ccdc_archive 'CCDC 1027708'
#######################################################################
#
#                 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_131108bm

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H41 Cl2 N12 Ni O2.50'
_chemical_formula_weight         859.46

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'
Cl Cl 0.1484 0.1585 '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   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                   17.979(12)
_cell_length_b                   21.364(14)
_cell_length_c                   13.657(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 130.835(7)
_cell_angle_gamma                90.00
_cell_volume                     3969(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3363
_cell_measurement_theta_min      2.959
_cell_measurement_theta_max      27.468

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.438
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1788
_exptl_absorpt_coefficient_mu    0.678
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8934
_exptl_absorpt_correction_T_max  0.9541
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  '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            10290
_diffrn_reflns_av_R_equivalents  0.0499
_diffrn_reflns_av_sigmaI/netI    0.0557
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.77
_diffrn_reflns_theta_max         25.60
_reflns_number_total             3732
_reflns_number_gt                2853
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_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)+(0.0567P)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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3732
_refine_ls_number_parameters     282
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0612
_refine_ls_R_factor_gt           0.0425
_refine_ls_wR_factor_ref         0.1061
_refine_ls_wR_factor_gt          0.0984
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_restrained_S_all      1.020
_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 0.4409(2) 0.14187(13) -0.0091(3) 0.0290(7) Uani 1 1 d . . .
H1 H 0.4600 0.1539 -0.0568 0.035 Uiso 1 1 calc R . .
C2 C 0.4134(2) 0.08531(12) 0.0905(3) 0.0233(6) Uani 1 1 d . . .
H2 H 0.4077 0.0511 0.1297 0.028 Uiso 1 1 calc R . .
C3 C 0.3436(2) 0.16972(13) 0.1382(3) 0.0249(6) Uani 1 1 d . . .
C4 C 0.3718(2) 0.22930(13) 0.1938(3) 0.0255(6) Uani 1 1 d . . .
H4 H 0.4173 0.2536 0.1963 0.031 Uiso 1 1 calc R . .
C5 C 0.3312(2) 0.25189(13) 0.2452(3) 0.0246(6) Uani 1 1 d . . .
C6 C 0.2597(2) 0.21664(13) 0.2345(3) 0.0240(6) Uani 1 1 d . . .
C7 C 0.2316(2) 0.15790(13) 0.1768(3) 0.0284(7) Uani 1 1 d . . .
H7 H 0.1839 0.1342 0.1705 0.034 Uiso 1 1 calc R . .
C8 C 0.2743(2) 0.13409(13) 0.1282(3) 0.0284(7) Uani 1 1 d . . .
H8 H 0.2561 0.0939 0.0888 0.034 Uiso 1 1 calc R . .
C9 C 0.3549(2) 0.31245(13) 0.3201(3) 0.0262(6) Uani 1 1 d . . .
C10 C 0.4613(2) 0.31140(16) 0.4501(3) 0.0380(8) Uani 1 1 d . . .
H10A H 0.4729 0.3484 0.5010 0.057 Uiso 1 1 calc R . .
H10B H 0.5071 0.3117 0.4340 0.057 Uiso 1 1 calc R . .
H10C H 0.4718 0.2735 0.4981 0.057 Uiso 1 1 calc R . .
C11 C 0.3395(2) 0.37181(14) 0.2432(3) 0.0331(7) Uani 1 1 d . . .
H11A H 0.2711 0.3734 0.1618 0.050 Uiso 1 1 calc R . .
H11B H 0.3836 0.3703 0.2245 0.050 Uiso 1 1 calc R . .
H11C H 0.3540 0.4092 0.2948 0.050 Uiso 1 1 calc R . .
C12 C 0.28257(19) 0.30918(13) 0.3430(3) 0.0231(6) Uani 1 1 d . . .
C13 C 0.2680(2) 0.35264(13) 0.4044(3) 0.0255(6) Uani 1 1 d . . .
H13 H 0.3053 0.3902 0.4392 0.031 Uiso 1 1 calc R . .
C14 C 0.1966(2) 0.33932(13) 0.4134(3) 0.0255(6) Uani 1 1 d . . .
C15 C 0.1415(2) 0.28455(13) 0.3639(3) 0.0267(6) Uani 1 1 d . . .
H15 H 0.0937 0.2770 0.3721 0.032 Uiso 1 1 calc R . .
C16 C 0.1561(2) 0.24083(13) 0.3026(3) 0.0262(6) Uani 1 1 d . . .
H16 H 0.1186 0.2033 0.2682 0.031 Uiso 1 1 calc R . .
C17 C 0.2275(2) 0.25338(12) 0.2925(3) 0.0234(6) Uani 1 1 d . . .
C18 C 0.2068(2) 0.45421(14) 0.6029(3) 0.0298(7) Uani 1 1 d . . .
H18 H 0.2395 0.4829 0.6730 0.036 Uiso 1 1 calc R . .
C19 C 0.0930(2) 0.40430(13) 0.4366(3) 0.0234(6) Uani 1 1 d . . .
H19 H 0.0305 0.3892 0.3628 0.028 Uiso 1 1 calc R . .
Cl1 Cl 0.38289(5) 0.02021(3) -0.23305(7) 0.02844(19) Uani 1 1 d . . .
N1 N 0.44829(16) 0.08164(10) 0.0292(2) 0.0229(5) Uani 1 1 d . . .
N2 N 0.40557(18) 0.18231(11) 0.0241(2) 0.0295(6) Uani 1 1 d . . .
N3 N 0.38765(16) 0.14468(10) 0.0882(2) 0.0233(5) Uani 1 1 d . . .
N4 N 0.17922(17) 0.38415(10) 0.4749(2) 0.0238(5) Uani 1 1 d . . .
N5 N 0.25449(18) 0.41732(11) 0.5828(2) 0.0316(6) Uani 1 1 d . . .
N6 N 0.10726(17) 0.44818(10) 0.5157(2) 0.0233(5) Uani 1 1 d . . .
Ni1 Ni 0.5000 0.0000 0.0000 0.02003(15) Uani 1 2 d S . .
C20 C 0.0800(5) 1.0128(3) 0.9367(7) 0.127(3) Uani 0.50 1 d PD A 1
H20A H 0.0648 1.0552 0.9464 0.190 Uiso 0.50 1 calc PR A 1
H20B H 0.0725 1.0108 0.8590 0.190 Uiso 0.50 1 calc PR A 1
H20C H 0.1478 1.0022 1.0128 0.190 Uiso 0.50 1 calc PR A 1
O1 O 0.0153(9) 0.9700(5) 0.9252(13) 0.150(4) Uani 0.50 1 d PD A 1
H1A H -0.0075 0.9457 0.8628 0.225 Uiso 0.50 1 calc PR A 1
C20W C 0.0800(5) 1.0128(3) 0.9367(7) 0.127(3) Uani 0.50 1 d PD B 2
H20D H 0.0657 1.0573 0.9174 0.190 Uiso 0.50 1 d PR B 2
H20E H 0.0169 0.9895 0.8864 0.190 Uiso 0.50 1 d PR B 2
H20F H 0.1165 0.9978 0.9111 0.190 Uiso 0.50 1 d PR B 2
O1W O 0.1356(5) 1.0023(3) 1.0706(6) 0.0766(18) Uani 0.50 1 d PD B 2
H1W H 0.1014 1.0113 1.0904 0.115 Uiso 0.50 1 calc PR B 2
O2 O 0.9658(9) 0.9012(7) 0.7346(19) 0.115(6) Uani 0.25 1 d P . .
H2A H 1.0000 0.8688 0.7500 0.172 Uiso 0.50 2 d SPR . .
H2B H 0.9661 0.9337 0.6983 0.172 Uiso 0.25 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
C1 N2 1.316(3) . ?
C1 N1 1.363(4) . ?
C1 H1 0.9500 . ?
C2 N1 1.336(3) . ?
C2 N3 1.344(3) . ?
C2 H2 0.9500 . ?
C3 C8 1.389(4) . ?
C3 C4 1.396(4) . ?
C3 N3 1.445(3) . ?
C4 C5 1.390(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.411(4) . ?
C5 C9 1.527(4) . ?
C6 C7 1.389(4) . ?
C6 C17 1.477(4) . ?
C7 C8 1.397(4) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C9 C12 1.525(4) . ?
C9 C10 1.540(4) . ?
C9 C11 1.551(4) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.387(4) . ?
C12 C17 1.409(4) . ?
C13 C14 1.396(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.390(4) . ?
C14 N4 1.436(3) . ?
C15 C16 1.390(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.403(4) . ?
C16 H16 0.9500 . ?
C18 N5 1.319(4) . ?
C18 N6 1.360(4) . ?
C18 H18 0.9500 . ?
C19 N6 1.323(3) . ?
C19 N4 1.341(4) . ?
C19 H19 0.9500 . ?
Cl1 Ni1 2.4465(17) . ?
N1 Ni1 2.133(2) . ?
N2 N3 1.372(3) . ?
N4 N5 1.377(3) . ?
N6 Ni1 2.109(2) 4 ?
Ni1 N6 2.109(2) 4_545 ?
Ni1 N6 2.109(2) 8 ?
Ni1 N1 2.133(2) 5_655 ?
Ni1 Cl1 2.4465(17) 5_655 ?
C20 O1 1.407(8) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C20 H20D 0.9755 . ?
C20 H20E 0.9935 . ?
C20 H20F 0.9776 . ?
O1 H1A 0.8400 . ?
O1 H20E 0.6905 . ?
O1W H1W 0.8400 . ?
O2 O2 1.01(2) 2_756 ?
O2 H2A 0.8554 . ?
O2 H2B 0.8553 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C1 N1 115.8(3) . . ?
N2 C1 H1 122.1 . . ?
N1 C1 H1 122.1 . . ?
N1 C2 N3 109.6(2) . . ?
N1 C2 H2 125.2 . . ?
N3 C2 H2 125.2 . . ?
C8 C3 C4 122.5(3) . . ?
C8 C3 N3 119.0(2) . . ?
C4 C3 N3 118.5(2) . . ?
C5 C4 C3 117.8(3) . . ?
C5 C4 H4 121.1 . . ?
C3 C4 H4 121.1 . . ?
C4 C5 C6 120.4(3) . . ?
C4 C5 C9 128.6(3) . . ?
C6 C5 C9 111.0(2) . . ?
C7 C6 C5 120.7(3) . . ?
C7 C6 C17 131.2(3) . . ?
C5 C6 C17 108.1(2) . . ?
C6 C7 C8 119.2(3) . . ?
C6 C7 H7 120.4 . . ?
C8 C7 H7 120.4 . . ?
C3 C8 C7 119.3(3) . . ?
C3 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C12 C9 C5 101.3(2) . . ?
C12 C9 C10 110.2(2) . . ?
C5 C9 C10 110.6(2) . . ?
C12 C9 C11 112.2(2) . . ?
C5 C9 C11 113.1(2) . . ?
C10 C9 C11 109.3(2) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C17 120.8(2) . . ?
C13 C12 C9 128.1(3) . . ?
C17 C12 C9 111.1(2) . . ?
C12 C13 C14 117.7(3) . . ?
C12 C13 H13 121.1 . . ?
C14 C13 H13 121.1 . . ?
C15 C14 C13 122.2(3) . . ?
C15 C14 N4 119.2(2) . . ?
C13 C14 N4 118.6(2) . . ?
C14 C15 C16 120.2(3) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C15 C16 C17 118.5(3) . . ?
C15 C16 H16 120.8 . . ?
C17 C16 H16 120.8 . . ?
C16 C17 C12 120.6(2) . . ?
C16 C17 C6 131.0(3) . . ?
C12 C17 C6 108.4(2) . . ?
N5 C18 N6 115.1(3) . . ?
N5 C18 H18 122.5 . . ?
N6 C18 H18 122.5 . . ?
N6 C19 N4 110.6(3) . . ?
N6 C19 H19 124.7 . . ?
N4 C19 H19 124.7 . . ?
C2 N1 C1 102.5(2) . . ?
C2 N1 Ni1 127.26(18) . . ?
C1 N1 Ni1 130.20(18) . . ?
C1 N2 N3 101.7(2) . . ?
C2 N3 N2 110.3(2) . . ?
C2 N3 C3 128.7(2) . . ?
N2 N3 C3 121.0(2) . . ?
C19 N4 N5 109.2(2) . . ?
C19 N4 C14 128.5(2) . . ?
N5 N4 C14 122.1(2) . . ?
C18 N5 N4 102.2(2) . . ?
C19 N6 C18 102.9(2) . . ?
C19 N6 Ni1 127.8(2) . 4 ?
C18 N6 Ni1 129.15(19) . 4 ?
N6 Ni1 N6 180.00(14) 4_545 8 ?
N6 Ni1 N1 88.11(9) 4_545 . ?
N6 Ni1 N1 91.89(9) 8 . ?
N6 Ni1 N1 91.89(9) 4_545 5_655 ?
N6 Ni1 N1 88.11(9) 8 5_655 ?
N1 Ni1 N1 180.00(12) . 5_655 ?
N6 Ni1 Cl1 89.52(7) 4_545 5_655 ?
N6 Ni1 Cl1 90.48(7) 8 5_655 ?
N1 Ni1 Cl1 90.61(7) . 5_655 ?
N1 Ni1 Cl1 89.39(7) 5_655 5_655 ?
N6 Ni1 Cl1 90.48(7) 4_545 . ?
N6 Ni1 Cl1 89.52(7) 8 . ?
N1 Ni1 Cl1 89.39(7) . . ?
N1 Ni1 Cl1 90.61(7) 5_655 . ?
Cl1 Ni1 Cl1 180.00(3) 5_655 . ?
O1 C20 H20D 123.5 . . ?
H20A C20 H20D 24.2 . . ?
H20B C20 H20D 85.6 . . ?
H20C C20 H20D 115.9 . . ?
O1 C20 H20E 27.1 . . ?
H20A C20 H20E 105.2 . . ?
H20B C20 H20E 86.8 . . ?
H20C C20 H20E 133.2 . . ?
H20D C20 H20E 108.7 . . ?
O1 C20 H20F 116.5 . . ?
H20A C20 H20F 131.5 . . ?
H20B C20 H20F 41.1 . . ?
H20C C20 H20F 69.1 . . ?
H20D C20 H20F 110.0 . . ?
H20E C20 H20F 108.6 . . ?
C20 O1 H20E 40.9 . . ?
H1A O1 H20E 80.3 . . ?
O2 O2 H2A 54.0 2_756 . ?
O2 O2 H2B 76.9 2_756 . ?
H2A O2 H2B 121.5 . . ?

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
C8 C3 C4 C5 2.7(4) . . . . ?
N3 C3 C4 C5 -178.0(2) . . . . ?
C3 C4 C5 C6 -3.4(4) . . . . ?
C3 C4 C5 C9 174.7(3) . . . . ?
C4 C5 C6 C7 2.4(4) . . . . ?
C9 C5 C6 C7 -176.0(3) . . . . ?
C4 C5 C6 C17 -177.6(2) . . . . ?
C9 C5 C6 C17 3.9(3) . . . . ?
C5 C6 C7 C8 -0.5(4) . . . . ?
C17 C6 C7 C8 179.5(3) . . . . ?
C4 C3 C8 C7 -0.9(4) . . . . ?
N3 C3 C8 C7 179.8(2) . . . . ?
C6 C7 C8 C3 -0.2(4) . . . . ?
C4 C5 C9 C12 178.2(3) . . . . ?
C6 C5 C9 C12 -3.6(3) . . . . ?
C4 C5 C9 C10 -65.0(4) . . . . ?
C6 C5 C9 C10 113.3(3) . . . . ?
C4 C5 C9 C11 57.9(4) . . . . ?
C6 C5 C9 C11 -123.8(3) . . . . ?
C5 C9 C12 C13 -178.3(3) . . . . ?
C10 C9 C12 C13 64.5(4) . . . . ?
C11 C9 C12 C13 -57.4(4) . . . . ?
C5 C9 C12 C17 1.9(3) . . . . ?
C10 C9 C12 C17 -115.3(3) . . . . ?
C11 C9 C12 C17 122.8(3) . . . . ?
C17 C12 C13 C14 -0.5(4) . . . . ?
C9 C12 C13 C14 179.8(3) . . . . ?
C12 C13 C14 C15 0.4(4) . . . . ?
C12 C13 C14 N4 -179.0(2) . . . . ?
C13 C14 C15 C16 -0.2(4) . . . . ?
N4 C14 C15 C16 179.2(2) . . . . ?
C14 C15 C16 C17 0.2(4) . . . . ?
C15 C16 C17 C12 -0.3(4) . . . . ?
C15 C16 C17 C6 179.7(3) . . . . ?
C13 C12 C17 C16 0.5(4) . . . . ?
C9 C12 C17 C16 -179.7(3) . . . . ?
C13 C12 C17 C6 -179.5(2) . . . . ?
C9 C12 C17 C6 0.3(3) . . . . ?
C7 C6 C17 C16 -2.6(5) . . . . ?
C5 C6 C17 C16 177.4(3) . . . . ?
C7 C6 C17 C12 177.3(3) . . . . ?
C5 C6 C17 C12 -2.6(3) . . . . ?
N3 C2 N1 C1 -0.3(3) . . . . ?
N3 C2 N1 Ni1 -179.63(17) . . . . ?
N2 C1 N1 C2 0.6(3) . . . . ?
N2 C1 N1 Ni1 179.96(19) . . . . ?
N1 C1 N2 N3 -0.7(3) . . . . ?
N1 C2 N3 N2 -0.1(3) . . . . ?
N1 C2 N3 C3 177.6(2) . . . . ?
C1 N2 N3 C2 0.5(3) . . . . ?
C1 N2 N3 C3 -177.4(2) . . . . ?
C8 C3 N3 C2 -37.0(4) . . . . ?
C4 C3 N3 C2 143.6(3) . . . . ?
C8 C3 N3 N2 140.5(3) . . . . ?
C4 C3 N3 N2 -38.9(4) . . . . ?
N6 C19 N4 N5 -1.7(3) . . . . ?
N6 C19 N4 C14 -176.9(2) . . . . ?
C15 C14 N4 C19 -43.2(4) . . . . ?
C13 C14 N4 C19 136.2(3) . . . . ?
C15 C14 N4 N5 142.1(3) . . . . ?
C13 C14 N4 N5 -38.5(4) . . . . ?
N6 C18 N5 N4 -1.0(3) . . . . ?
C19 N4 N5 C18 1.6(3) . . . . ?
C14 N4 N5 C18 177.2(2) . . . . ?
N4 C19 N6 C18 1.0(3) . . . . ?
N4 C19 N6 Ni1 176.88(16) . . . 4 ?
N5 C18 N6 C19 0.1(3) . . . . ?
N5 C18 N6 Ni1 -175.76(19) . . . 4 ?
C2 N1 Ni1 N6 34.3(2) . . . 4_545 ?
C1 N1 Ni1 N6 -144.9(3) . . . 4_545 ?
C2 N1 Ni1 N6 -145.7(2) . . . 8 ?
C1 N1 Ni1 N6 35.1(3) . . . 8 ?
C2 N1 Ni1 N1 35(100) . . . 5_655 ?
C1 N1 Ni1 N1 -144(100) . . . 5_655 ?
C2 N1 Ni1 Cl1 -55.2(2) . . . 5_655 ?
C1 N1 Ni1 Cl1 125.6(2) . . . 5_655 ?
C2 N1 Ni1 Cl1 124.8(2) . . . . ?
C1 N1 Ni1 Cl1 -54.4(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.60
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.403
_refine_diff_density_min         -0.380
_refine_diff_density_rms         0.064
_database_code_depnum_ccdc_archive 'CCDC 1027709'
#######################################################################
#
#                 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_131107bm

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H32 Cl2 I1.50 N12 Ni'
_chemical_formula_weight         976.72

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'
Cl Cl 0.1484 0.1585 '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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_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                   18.421(13)
_cell_length_b                   20.910(14)
_cell_length_c                   13.545(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 130.190(9)
_cell_angle_gamma                90.00
_cell_volume                     3986(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2098
_cell_measurement_theta_min      2.769
_cell_measurement_theta_max      22.967

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.628
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1942
_exptl_absorpt_coefficient_mu    1.828
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.803
_exptl_absorpt_correction_T_max  0.848
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  '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            10388
_diffrn_reflns_av_R_equivalents  0.0654
_diffrn_reflns_av_sigmaI/netI    0.0811
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.74
_diffrn_reflns_theta_max         25.50
_reflns_number_total             3719
_reflns_number_gt                2666
_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)+(0.0818P)²+44.3968P] 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         3719
_refine_ls_number_parameters     270
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1167
_refine_ls_R_factor_gt           0.0837
_refine_ls_wR_factor_ref         0.2247
_refine_ls_wR_factor_gt          0.2105
_refine_ls_goodness_of_fit_ref   1.128
_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
N4 N 0.1023(5) 0.0546(3) 1.0154(6) 0.0301(15) Uani 1 1 d . . .
C2 C 0.0894(6) 0.0994(3) 0.9341(7) 0.0290(16) Uani 1 1 d . . .
H2 H 0.0294 0.1147 0.8596 0.035 Uiso 1 1 calc R . .
N5 N 0.1733(5) 0.1194(3) 0.9734(6) 0.0308(15) Uani 1 1 d . . .
N6 N 0.2453(5) 0.0849(3) 1.0815(7) 0.0386(16) Uani 1 1 d . . .
Ni1 Ni 0.5000 0.5000 0.5000 0.0260(4) Uani 1 2 d S . .
Cl1 Cl 0.38692(14) 0.47752(9) 0.26969(18) 0.0339(5) Uani 1 1 d . . .
N1 N 0.3872(4) 0.3558(3) 0.5901(6) 0.0271(14) Uani 1 1 d . . .
C4 C 0.1390(6) 0.2190(3) 0.8596(7) 0.0301(17) Uani 1 1 d . . .
H4 H 0.0922 0.2276 0.8673 0.036 Uiso 1 1 calc R . .
N3 N 0.4054(5) 0.3169(3) 0.5266(7) 0.0399(17) Uani 1 1 d . . .
C6 C 0.2241(6) 0.2491(3) 0.7899(7) 0.0314(17) Uani 1 1 d . . .
C7 C 0.2782(5) 0.1927(4) 0.8431(7) 0.0308(17) Uani 1 1 d . . .
C14 C 0.2287(6) 0.3439(4) 0.6681(8) 0.0353(18) Uani 1 1 d . . .
H14 H 0.1803 0.3679 0.6573 0.042 Uiso 1 1 calc R . .
C9 C 0.3493(6) 0.1876(4) 0.8215(8) 0.0318(17) Uani 1 1 d . . .
C17 C 0.3695(5) 0.2718(3) 0.6972(7) 0.0295(17) Uani 1 1 d . . .
H17 H 0.4160 0.2470 0.7046 0.035 Uiso 1 1 calc R . .
N2 N 0.4493(5) 0.4183(3) 0.5318(6) 0.0300(14) Uani 1 1 d . . .
C16 C 0.3427(6) 0.3309(4) 0.6381(7) 0.0305(17) Uani 1 1 d . . .
C8 C 0.2614(6) 0.1494(3) 0.9037(7) 0.0302(17) Uani 1 1 d . . .
H8 H 0.2970 0.1109 0.9396 0.036 Uiso 1 1 calc R . .
C13 C 0.2568(6) 0.2847(3) 0.7304(7) 0.0299(17) Uani 1 1 d . . .
C12 C 0.3274(5) 0.2496(4) 0.7454(7) 0.0320(17) Uani 1 1 d . . .
C1 C 0.1988(6) 0.0477(4) 1.1025(8) 0.0373(19) Uani 1 1 d . . .
H1 H 0.2299 0.0184 1.1726 0.045 Uiso 1 1 calc R . .
C5 C 0.1541(6) 0.2624(4) 0.7968(7) 0.0324(17) Uani 1 1 d . . .
H5 H 0.1172 0.3004 0.7597 0.039 Uiso 1 1 calc R . .
C15 C 0.2725(6) 0.3672(4) 0.6218(8) 0.0353(18) Uani 1 1 d . . .
H15 H 0.2547 0.4075 0.5796 0.042 Uiso 1 1 calc R . .
C19 C 0.4136(6) 0.4155(3) 0.5922(7) 0.0307(17) Uani 1 1 d . . .
H19 H 0.4078 0.4509 0.6308 0.037 Uiso 1 1 calc R . .
C18 C 0.4419(6) 0.3567(3) 0.4945(7) 0.0329(18) Uani 1 1 d . . .
H18 H 0.4618 0.3434 0.4483 0.040 Uiso 1 1 calc R . .
C10 C 0.3345(7) 0.1274(4) 0.7471(9) 0.041(2) Uani 1 1 d . . .
H10A H 0.3508 0.0897 0.8011 0.062 Uiso 1 1 calc R . .
H10B H 0.3753 0.1290 0.7244 0.062 Uiso 1 1 calc R . .
H10C H 0.2679 0.1247 0.6681 0.062 Uiso 1 1 calc R . .
C11 C 0.4521(6) 0.1893(4) 0.9526(8) 0.044(2) Uani 1 1 d . . .
H11A H 0.4586 0.2252 1.0044 0.066 Uiso 1 1 calc R . .
H11B H 0.4969 0.1946 0.9372 0.066 Uiso 1 1 calc R . .
H11C H 0.4656 0.1492 0.9991 0.066 Uiso 1 1 calc R . .
C3 C 0.1914(5) 0.1634(4) 0.9108(7) 0.0308(17) Uani 1 1 d . . .
I1 I 0.40869(18) 1.01785(12) 0.5617(3) 0.0504(7) Uani 0.25 1 d P . 1
I2 I 0.42911(13) 0.95667(8) 0.74981(19) 0.0292(5) Uani 0.25 1 d P . 1
I3 I 0.4707(5) 0.9937(2) 0.5756(7) 0.183(3) Uani 0.25 1 d P . 2


_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
N4 C2 1.346(9) . ?
N4 C1 1.366(10) . ?
N4 Ni1 2.095(6) 4_546 ?
C2 N5 1.336(9) . ?
C2 H2 0.9500 . ?
N5 N6 1.385(9) . ?
N5 C3 1.429(9) . ?
N6 C1 1.316(10) . ?
Ni1 N4 2.095(6) 8 ?
Ni1 N4 2.095(6) 4_556 ?
Ni1 N2 2.120(6) 5_666 ?
Ni1 N2 2.120(6) . ?
Ni1 Cl1 2.430(2) 5_666 ?
Ni1 Cl1 2.430(2) . ?
N1 C19 1.333(9) . ?
N1 N3 1.373(8) . ?
N1 C16 1.433(9) . ?
C4 C3 1.379(11) . ?
C4 C5 1.389(10) . ?
C4 H4 0.9500 . ?
N3 C18 1.308(10) . ?
C6 C5 1.381(11) . ?
C6 C7 1.405(11) . ?
C6 C13 1.481(10) . ?
C7 C8 1.386(10) . ?
C7 C9 1.519(10) . ?
C14 C15 1.390(10) . ?
C14 C13 1.394(10) . ?
C14 H14 0.9500 . ?
C9 C10 1.523(11) . ?
C9 C12 1.539(10) . ?
C9 C11 1.549(12) . ?
C17 C12 1.377(10) . ?
C17 C16 1.378(11) . ?
C17 H17 0.9500 . ?
N2 C19 1.343(9) . ?
N2 C18 1.359(9) . ?
C16 C15 1.389(11) . ?
C8 C3 1.383(11) . ?
C8 H8 0.9500 . ?
C13 C12 1.389(11) . ?
C1 H1 0.9500 . ?
C5 H5 0.9500 . ?
C15 H15 0.9500 . ?
C19 H19 0.9500 . ?
C18 H18 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
I1 I2 2.652(4) . ?
I1 I2 2.690(3) 2_656 ?
I2 I2 2.608(4) 2_656 ?
I2 I1 2.690(3) 2_656 ?
I3 I3 2.879(19) 5_676 ?

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
C2 N4 C1 103.0(6) . . ?
C2 N4 Ni1 128.7(5) . 4_546 ?
C1 N4 Ni1 127.9(5) . 4_546 ?
N5 C2 N4 110.1(7) . . ?
N5 C2 H2 124.9 . . ?
N4 C2 H2 124.9 . . ?
C2 N5 N6 109.3(6) . . ?
C2 N5 C3 128.2(7) . . ?
N6 N5 C3 122.1(6) . . ?
C1 N6 N5 102.9(7) . . ?
N4 Ni1 N4 180.0(4) 8 4_556 ?
N4 Ni1 N2 88.5(2) 8 5_666 ?
N4 Ni1 N2 91.5(2) 4_556 5_666 ?
N4 Ni1 N2 91.5(2) 8 . ?
N4 Ni1 N2 88.5(2) 4_556 . ?
N2 Ni1 N2 180.000(1) 5_666 . ?
N4 Ni1 Cl1 90.39(18) 8 5_666 ?
N4 Ni1 Cl1 89.61(18) 4_556 5_666 ?
N2 Ni1 Cl1 88.84(18) 5_666 5_666 ?
N2 Ni1 Cl1 91.16(18) . 5_666 ?
N4 Ni1 Cl1 89.61(18) 8 . ?
N4 Ni1 Cl1 90.39(18) 4_556 . ?
N2 Ni1 Cl1 91.16(18) 5_666 . ?
N2 Ni1 Cl1 88.84(18) . . ?
Cl1 Ni1 Cl1 180.0 5_666 . ?
C19 N1 N3 109.6(6) . . ?
C19 N1 C16 129.6(6) . . ?
N3 N1 C16 120.8(6) . . ?
C3 C4 C5 120.5(7) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C18 N3 N1 102.5(6) . . ?
C5 C6 C7 121.3(7) . . ?
C5 C6 C13 131.3(7) . . ?
C7 C6 C13 107.4(7) . . ?
C8 C7 C6 119.7(7) . . ?
C8 C7 C9 128.2(7) . . ?
C6 C7 C9 112.0(6) . . ?
C15 C14 C13 119.2(8) . . ?
C15 C14 H14 120.4 . . ?
C13 C14 H14 120.4 . . ?
C7 C9 C10 112.2(6) . . ?
C7 C9 C12 100.6(6) . . ?
C10 C9 C12 113.4(6) . . ?
C7 C9 C11 110.2(7) . . ?
C10 C9 C11 110.0(7) . . ?
C12 C9 C11 110.3(6) . . ?
C12 C17 C16 118.5(7) . . ?
C12 C17 H17 120.7 . . ?
C16 C17 H17 120.7 . . ?
C19 N2 C18 102.3(6) . . ?
C19 N2 Ni1 127.8(5) . . ?
C18 N2 Ni1 129.9(5) . . ?
C17 C16 C15 121.9(7) . . ?
C17 C16 N1 119.6(7) . . ?
C15 C16 N1 118.5(7) . . ?
C3 C8 C7 118.5(7) . . ?
C3 C8 H8 120.7 . . ?
C7 C8 H8 120.7 . . ?
C12 C13 C14 120.2(7) . . ?
C12 C13 C6 109.0(6) . . ?
C14 C13 C6 130.8(7) . . ?
C17 C12 C13 120.9(7) . . ?
C17 C12 C9 128.1(7) . . ?
C13 C12 C9 111.1(6) . . ?
N6 C1 N4 114.6(7) . . ?
N6 C1 H1 122.7 . . ?
N4 C1 H1 122.7 . . ?
C6 C5 C4 118.3(7) . . ?
C6 C5 H5 120.9 . . ?
C4 C5 H5 120.9 . . ?
C16 C15 C14 119.2(7) . . ?
C16 C15 H15 120.4 . . ?
C14 C15 H15 120.4 . . ?
N1 C19 N2 110.0(6) . . ?
N1 C19 H19 125.0 . . ?
N2 C19 H19 125.0 . . ?
N3 C18 N2 115.5(7) . . ?
N3 C18 H18 122.3 . . ?
N2 C18 H18 122.3 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C4 C3 C8 121.7(7) . . ?
C4 C3 N5 119.0(7) . . ?
C8 C3 N5 119.3(7) . . ?
I2 I1 I2 58.44(10) . 2_656 ?
I2 I2 I1 61.51(9) 2_656 . ?
I2 I2 I1 60.05(10) 2_656 2_656 ?
I1 I2 I1 93.70(13) . 2_656 ?

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
C1 N4 C2 N5 -2.1(8) . . . . ?
Ni1 N4 C2 N5 -175.1(5) 4_546 . . . ?
N4 C2 N5 N6 2.9(8) . . . . ?
N4 C2 N5 C3 175.7(7) . . . . ?
C2 N5 N6 C1 -2.3(8) . . . . ?
C3 N5 N6 C1 -175.7(7) . . . . ?
C19 N1 N3 C18 0.0(9) . . . . ?
C16 N1 N3 C18 177.6(7) . . . . ?
C5 C6 C7 C8 0.1(11) . . . . ?
C13 C6 C7 C8 -179.0(7) . . . . ?
C5 C6 C7 C9 178.8(7) . . . . ?
C13 C6 C7 C9 -0.3(9) . . . . ?
C8 C7 C9 C10 57.1(11) . . . . ?
C6 C7 C9 C10 -121.4(7) . . . . ?
C8 C7 C9 C12 177.8(7) . . . . ?
C6 C7 C9 C12 -0.7(8) . . . . ?
C8 C7 C9 C11 -65.8(10) . . . . ?
C6 C7 C9 C11 115.7(7) . . . . ?
N4 Ni1 N2 C19 147.0(7) 8 . . . ?
N4 Ni1 N2 C19 -33.0(7) 4_556 . . . ?
N2 Ni1 N2 C19 -64(100) 5_666 . . . ?
Cl1 Ni1 N2 C19 56.6(7) 5_666 . . . ?
Cl1 Ni1 N2 C19 -123.4(7) . . . . ?
N4 Ni1 N2 C18 -35.0(7) 8 . . . ?
N4 Ni1 N2 C18 145.0(7) 4_556 . . . ?
N2 Ni1 N2 C18 114(100) 5_666 . . . ?
Cl1 Ni1 N2 C18 -125.4(7) 5_666 . . . ?
Cl1 Ni1 N2 C18 54.6(7) . . . . ?
C12 C17 C16 C15 -2.3(11) . . . . ?
C12 C17 C16 N1 178.4(7) . . . . ?
C19 N1 C16 C17 -141.3(8) . . . . ?
N3 N1 C16 C17 41.6(10) . . . . ?
C19 N1 C16 C15 39.4(12) . . . . ?
N3 N1 C16 C15 -137.7(7) . . . . ?
C6 C7 C8 C3 -0.5(11) . . . . ?
C9 C7 C8 C3 -178.9(7) . . . . ?
C15 C14 C13 C12 -0.3(12) . . . . ?
C15 C14 C13 C6 179.1(8) . . . . ?
C5 C6 C13 C12 -177.7(8) . . . . ?
C7 C6 C13 C12 1.3(8) . . . . ?
C5 C6 C13 C14 2.9(14) . . . . ?
C7 C6 C13 C14 -178.2(8) . . . . ?
C16 C17 C12 C13 2.5(11) . . . . ?
C16 C17 C12 C9 -176.2(7) . . . . ?
C14 C13 C12 C17 -1.2(11) . . . . ?
C6 C13 C12 C17 179.3(7) . . . . ?
C14 C13 C12 C9 177.7(7) . . . . ?
C6 C13 C12 C9 -1.8(9) . . . . ?
C7 C9 C12 C17 -179.7(7) . . . . ?
C10 C9 C12 C17 -59.8(10) . . . . ?
C11 C9 C12 C17 64.0(10) . . . . ?
C7 C9 C12 C13 1.5(8) . . . . ?
C10 C9 C12 C13 121.4(7) . . . . ?
C11 C9 C12 C13 -114.8(7) . . . . ?
N5 N6 C1 N4 1.1(9) . . . . ?
C2 N4 C1 N6 0.6(9) . . . . ?
Ni1 N4 C1 N6 173.6(5) 4_546 . . . ?
C7 C6 C5 C4 0.8(11) . . . . ?
C13 C6 C5 C4 179.7(7) . . . . ?
C3 C4 C5 C6 -1.4(11) . . . . ?
C17 C16 C15 C14 0.9(12) . . . . ?
N1 C16 C15 C14 -179.8(7) . . . . ?
C13 C14 C15 C16 0.5(12) . . . . ?
N3 N1 C19 N2 -0.1(9) . . . . ?
C16 N1 C19 N2 -177.4(7) . . . . ?
C18 N2 C19 N1 0.1(9) . . . . ?
Ni1 N2 C19 N1 178.5(5) . . . . ?
N1 N3 C18 N2 0.1(9) . . . . ?
C19 N2 C18 N3 -0.1(9) . . . . ?
Ni1 N2 C18 N3 -178.5(6) . . . . ?
C5 C4 C3 C8 1.1(11) . . . . ?
C5 C4 C3 N5 -179.3(7) . . . . ?
C7 C8 C3 C4 -0.1(11) . . . . ?
C7 C8 C3 N5 -179.7(7) . . . . ?
C2 N5 C3 C4 44.4(11) . . . . ?
N6 N5 C3 C4 -143.6(7) . . . . ?
C2 N5 C3 C8 -136.0(8) . . . . ?
N6 N5 C3 C8 36.0(10) . . . . ?
I2 I1 I2 I1 52.82(11) 2_656 . . 2_656 ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.031
_refine_diff_density_min         -0.672
_refine_diff_density_rms         0.121
_database_code_depnum_ccdc_archive 'CCDC 1027710'
