# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2014

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

data_Comp1_Cu3
_database_code_depnum_ccdc_archive 'CCDC 1020899'
_audit_update_record             
;
2014-08-22 deposited with the CCDC.
2014-12-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H20 B2 Cu3 F8 N12'
_chemical_formula_sum            'C32 H20 B2 Cu3 F8 N12'
_chemical_formula_weight         936.84

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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_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                   6.262(11)
_cell_length_b                   23.89(4)
_cell_length_c                   11.132(19)
_cell_angle_alpha                90
_cell_angle_beta                 104.46(3)
_cell_angle_gamma                90
_cell_volume                     1612(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    982
_cell_measurement_theta_min      3.1805
_cell_measurement_theta_max      27.643

_exptl_crystal_description       needle
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.930
_exptl_crystal_F_000             930
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    2.057
_shelx_estimated_absorpt_T_min   0.426
_shelx_estimated_absorpt_T_max   0.821
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.4262
_exptl_absorpt_correction_T_max  0.8207
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.366
_diffrn_reflns_number            7374
_diffrn_reflns_av_unetI/netI     0.0610
_diffrn_reflns_av_R_equivalents  0.0717
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.705
_diffrn_reflns_theta_max         25.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             2981
_reflns_number_gt                2389
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Buruker SMART'
_computing_cell_refinement       'Buruker SMART'
_computing_data_reduction        'Buruker SAINT'
_computing_structure_solution    'Buruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Buruker SHELXTL'
_computing_publication_material  'Buruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0913P)²+12.9697P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2981
_refine_ls_number_parameters     259
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1059
_refine_ls_R_factor_gt           0.0868
_refine_ls_wR_factor_ref         0.2238
_refine_ls_wR_factor_gt          0.2123
_refine_ls_goodness_of_fit_ref   1.171
_refine_ls_restrained_S_all      1.171
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group

Cu1 Cu -0.07295(17) 0.06524(4) -0.14035(10) 0.0273(3) Uani 1 1 d . . . . .
Cu2 Cu 0.5000 0.0000 0.0000 0.0259(4) Uani 1 2 d S . P . .
N1 N -0.1639(13) 0.1472(3) -0.1126(7) 0.0356(17) Uani 1 1 d . . . . .
N2 N 0.1962(11) 0.0944(3) -0.0300(7) 0.0282(15) Uani 1 1 d . . . . .
N3 N 0.3917(12) 0.0721(3) 0.0185(6) 0.0270(15) Uani 1 1 d . . . . .
N4 N 0.7614(12) 0.0330(3) 0.0951(7) 0.0291(16) Uani 1 1 d . . . . .
N5 N 0.9537(12) 0.0111(3) 0.1479(6) 0.0262(15) Uani 1 1 d . . . . .
N6 N 1.3414(12) -0.0233(3) 0.2543(7) 0.0296(16) Uani 1 1 d . . . . .
C1 C -0.3572(17) 0.1728(4) -0.1641(11) 0.047(3) Uani 1 1 d . . . . .
H1 H -0.4730 0.1517 -0.2158 0.056 Uiso 1 1 calc R U . . .
C2 C -0.3915(19) 0.2274(4) -0.1443(13) 0.061(3) Uani 1 1 d . . . . .
H2 H -0.5291 0.2445 -0.1814 0.073 Uiso 1 1 calc R U . . .
C3 C -0.2210(19) 0.2583(4) -0.0686(13) 0.063(4) Uani 1 1 d . . . . .
H3 H -0.2421 0.2968 -0.0538 0.075 Uiso 1 1 calc R U . . .
C4 C -0.0256(18) 0.2336(4) -0.0160(12) 0.051(3) Uani 1 1 d . . . . .
H4 H 0.0914 0.2545 0.0353 0.062 Uiso 1 1 calc R U . . .
C5 C 0.0005(15) 0.1776(3) -0.0383(9) 0.034(2) Uani 1 1 d . . . . .
C6 C 0.2035(15) 0.1476(3) 0.0094(8) 0.0293(19) Uani 1 1 d . . . . .
C7 C 0.4100(16) 0.1589(3) 0.0849(9) 0.035(2) Uani 1 1 d . . . . .
H7 H 0.4608 0.1929 0.1265 0.042 Uiso 1 1 calc R U . . .
C8 C 0.5262(14) 0.1095(3) 0.0863(8) 0.0291(19) Uani 1 1 d . . . . .
C9 C 0.7490(14) 0.0850(3) 0.1399(8) 0.0268(18) Uani 1 1 d . . . . .
C10 C 0.9492(14) 0.0963(3) 0.2237(8) 0.0286(18) Uani 1 1 d . . . . .
H10 H 0.9907 0.1296 0.2703 0.034 Uiso 1 1 calc R U . . .
C11 C 1.0755(14) 0.0485(3) 0.2248(8) 0.0262(17) Uani 1 1 d . . . . .
C12 C 1.2937(14) 0.0297(3) 0.2851(7) 0.0258(17) Uani 1 1 d . . . . .
C13 C 1.4493(15) 0.0617(4) 0.3653(8) 0.036(2) Uani 1 1 d . . . . .
H13 H 1.4113 0.0983 0.3860 0.043 Uiso 1 1 calc R U . . .
C14 C 1.6590(16) 0.0417(4) 0.4160(9) 0.039(2) Uani 1 1 d . . . . .
H14 H 1.7674 0.0638 0.4706 0.047 Uiso 1 1 calc R U . . .
C15 C 1.7035(16) -0.0114(4) 0.3841(9) 0.038(2) Uani 1 1 d . . . . .
H15 H 1.8450 -0.0273 0.4174 0.045 Uiso 1 1 calc R U . . .
C16 C 1.5427(16) -0.0420(4) 0.3032(9) 0.036(2) Uani 1 1 d . . . . .
H16 H 1.5790 -0.0786 0.2815 0.044 Uiso 1 1 calc R U . . .
B1 B -0.019(4) 0.1513(5) -0.3907(12) 0.077(6) Uani 1 1 d . . . . .
F1 F 0.0072(12) 0.1059(2) -0.3167(6) 0.0599(18) Uani 1 1 d . . . . .
F2 F 0.058(2) 0.1977(4) -0.3257(8) 0.130(5) Uani 1 1 d . . . . .
F3 F 0.040(3) 0.1409(4) -0.4911(9) 0.184(8) Uani 1 1 d . . . . .
F4 F -0.247(3) 0.1558(5) -0.4248(13) 0.199(9) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N2 1.950(7) . ?
Cu1 N5 1.980(7) 3_655 ?
Cu1 N1 2.083(8) . ?
Cu1 N6 2.091(8) 3_655 ?
Cu1 F1 2.354(7) . ?
Cu2 N3 1.882(7) 3_655 ?
Cu2 N3 1.882(7) . ?
Cu2 N4 1.886(7) 3_655 ?
Cu2 N4 1.886(7) . ?
N1 C1 1.350(12) . ?
N1 C5 1.360(12) . ?
N2 N3 1.320(10) . ?
N2 C6 1.342(10) . ?
N3 C8 1.326(11) . ?
N4 N5 1.310(10) . ?
N4 C9 1.348(10) . ?
N5 C11 1.337(11) . ?
N5 Cu1 1.980(7) 3_655 ?
N6 C16 1.319(12) . ?
N6 C12 1.364(11) . ?
N6 Cu1 2.091(8) 3_655 ?
C1 C2 1.349(14) . ?
C1 H1 0.9500 . ?
C2 C3 1.395(17) . ?
C2 H2 0.9500 . ?
C3 C4 1.353(16) . ?
C3 H3 0.9500 . ?
C4 C5 1.377(12) . ?
C4 H4 0.9500 . ?
C5 C6 1.440(12) . ?
C6 C7 1.381(13) . ?
C7 C8 1.385(12) . ?
C7 H7 0.9500 . ?
C8 C9 1.493(12) . ?
C9 C10 1.389(12) . ?
C10 C11 1.387(12) . ?
C10 H10 0.9500 . ?
C11 C12 1.436(12) . ?
C12 C13 1.377(12) . ?
C13 C14 1.379(13) . ?
C13 H13 0.9500 . ?
C14 C15 1.364(13) . ?
C14 H14 0.9500 . ?
C15 C16 1.381(13) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
B1 F3 1.289(19) . ?
B1 F1 1.346(14) . ?
B1 F2 1.346(15) . ?
B1 F4 1.39(3) . ?

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 Cu1 N5 94.6(3) . 3_655 ?
N2 Cu1 N1 78.2(3) . . ?
N5 Cu1 N1 172.6(3) 3_655 . ?
N2 Cu1 N6 172.3(3) . 3_655 ?
N5 Cu1 N6 77.7(3) 3_655 3_655 ?
N1 Cu1 N6 109.4(3) . 3_655 ?
N2 Cu1 F1 92.7(3) . . ?
N5 Cu1 F1 100.6(2) 3_655 . ?
N1 Cu1 F1 81.9(3) . . ?
N6 Cu1 F1 89.9(3) 3_655 . ?
N3 Cu2 N3 180.0(5) 3_655 . ?
N3 Cu2 N4 80.9(3) 3_655 3_655 ?
N3 Cu2 N4 99.1(3) . 3_655 ?
N3 Cu2 N4 99.1(3) 3_655 . ?
N3 Cu2 N4 80.9(3) . . ?
N4 Cu2 N4 180.0(7) 3_655 . ?
C1 N1 C5 118.5(8) . . ?
C1 N1 Cu1 127.8(7) . . ?
C5 N1 Cu1 113.6(6) . . ?
N3 N2 C6 107.2(7) . . ?
N3 N2 Cu1 132.9(5) . . ?
C6 N2 Cu1 119.9(6) . . ?
N2 N3 C8 110.7(7) . . ?
N2 N3 Cu2 130.3(5) . . ?
C8 N3 Cu2 119.0(6) . . ?
N5 N4 C9 109.5(7) . . ?
N5 N4 Cu2 131.1(5) . . ?
C9 N4 Cu2 118.1(6) . . ?
N4 N5 C11 109.5(7) . . ?
N4 N5 Cu1 131.5(5) . 3_655 ?
C11 N5 Cu1 118.8(6) . 3_655 ?
C16 N6 C12 117.2(8) . . ?
C16 N6 Cu1 128.9(6) . 3_655 ?
C12 N6 Cu1 113.8(6) . 3_655 ?
C2 C1 N1 122.1(11) . . ?
C2 C1 H1 118.9 . . ?
N1 C1 H1 118.9 . . ?
C1 C2 C3 118.8(10) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 H2 120.6 . . ?
C4 C3 C2 120.2(10) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C5 118.8(11) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 H4 120.6 . . ?
N1 C5 C4 121.6(9) . . ?
N1 C5 C6 115.0(7) . . ?
C4 C5 C6 123.4(9) . . ?
N2 C6 C7 109.5(7) . . ?
N2 C6 C5 113.3(8) . . ?
C7 C6 C5 137.1(7) . . ?
C6 C7 C8 104.5(7) . . ?
C6 C7 H7 127.8 . . ?
C8 C7 H7 127.8 . . ?
N3 C8 C7 108.1(8) . . ?
N3 C8 C9 111.1(7) . . ?
C7 C8 C9 140.8(8) . . ?
N4 C9 C10 107.6(7) . . ?
N4 C9 C8 110.4(7) . . ?
C10 C9 C8 142.0(7) . . ?
C11 C10 C9 105.2(7) . . ?
C11 C10 H10 127.4 . . ?
C9 C10 H10 127.4 . . ?
N5 C11 C10 108.2(8) . . ?
N5 C11 C12 114.4(7) . . ?
C10 C11 C12 137.4(8) . . ?
N6 C12 C13 121.0(8) . . ?
N6 C12 C11 114.6(7) . . ?
C13 C12 C11 124.4(8) . . ?
C12 C13 C14 121.3(9) . . ?
C12 C13 H13 119.3 . . ?
C14 C13 H13 119.3 . . ?
C15 C14 C13 116.8(9) . . ?
C15 C14 H14 121.6 . . ?
C13 C14 H14 121.6 . . ?
C14 C15 C16 119.9(9) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
N6 C16 C15 123.7(8) . . ?
N6 C16 H16 118.1 . . ?
C15 C16 H16 118.1 . . ?
F3 B1 F1 110.9(13) . . ?
F3 B1 F2 118.8(16) . . ?
F1 B1 F2 111.2(11) . . ?
F3 B1 F4 106.2(15) . . ?
F1 B1 F4 101.0(15) . . ?
F2 B1 F4 107.0(14) . . ?
B1 F1 Cu1 145.4(9) . . ?

_refine_diff_density_max         1.543
_refine_diff_density_min         -0.987
_refine_diff_density_rms         0.165

_shelxl_version_number           2013-4


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

data_Comp2_Ni3
_database_code_depnum_ccdc_archive 'CCDC 1020900'
_audit_update_record             
;
2014-08-22 deposited with the CCDC.
2014-12-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H32 N12 Ni3 O4, 2(B F4)'
_chemical_formula_sum            'C36 H32 B2 F8 N12 Ni3 O4'
_chemical_formula_weight         1046.48

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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   9.771(4)
_cell_length_b                   14.196(6)
_cell_length_c                   14.513(6)
_cell_angle_alpha                90
_cell_angle_beta                 90.374(8)
_cell_angle_gamma                90
_cell_volume                     2013.1(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3856
_cell_measurement_theta_min      2.5265
_cell_measurement_theta_max      27.951

_exptl_crystal_description       plates
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.726
_exptl_crystal_F_000             1060
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.484
_shelx_estimated_absorpt_T_min   0.524
_shelx_estimated_absorpt_T_max   0.866
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.5241
_exptl_absorpt_correction_T_max  0.8658
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.366
_diffrn_reflns_number            9030
_diffrn_reflns_av_unetI/netI     0.0702
_diffrn_reflns_av_R_equivalents  0.0476
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.007
_diffrn_reflns_theta_max         25.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             3711
_reflns_number_gt                3024
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Buruker SMART'
_computing_cell_refinement       'Buruker SMART'
_computing_data_reduction        'Buruker SAINT'
_computing_structure_solution    'Buruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Buruker SHELXTL'
_computing_publication_material  'Buruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1697P)²+0.7027P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3711
_refine_ls_number_parameters     297
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0943
_refine_ls_R_factor_gt           0.0827
_refine_ls_wR_factor_ref         0.2299
_refine_ls_wR_factor_gt          0.2113
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni -0.24595(7) 0.21750(4) -0.03799(4) 0.0210(3) Uani 1 1 d . . . . .
Ni2 Ni 0.0000 0.0000 0.0000 0.0198(3) Uani 1 2 d S . P . .
N1 N -0.1853(5) 0.3419(3) -0.1126(3) 0.0234(10) Uani 1 1 d . . . . .
N2 N -0.0551(4) 0.1859(3) -0.0773(3) 0.0214(9) Uani 1 1 d . . . . .
N3 N 0.0257(4) 0.1121(3) -0.0617(3) 0.0204(9) Uani 1 1 d . . . . .
N4 N 0.1788(4) -0.0191(3) -0.0349(3) 0.0212(9) Uani 1 1 d . . . . .
N5 N 0.2623(4) -0.0931(3) -0.0251(3) 0.0212(9) Uani 1 1 d . . . . .
N6 N 0.4461(5) -0.2246(3) -0.0200(3) 0.0222(10) Uani 1 1 d . . . . .
C1 C -0.2569(6) 0.4198(4) -0.1312(4) 0.0280(12) Uani 1 1 d . . . . .
H1 H -0.3472 0.4250 -0.1080 0.034 Uiso 1 1 calc R U . . .
C2 C -0.2047(6) 0.4932(4) -0.1829(4) 0.0284(13) Uani 1 1 d . . . . .
H2 H -0.2595 0.5468 -0.1961 0.034 Uiso 1 1 calc R U . . .
C3 C -0.0745(7) 0.4878(4) -0.2148(4) 0.0317(13) Uani 1 1 d . . . . .
H3 H -0.0367 0.5381 -0.2495 0.038 Uiso 1 1 calc R U . . .
C4 C 0.0020(6) 0.4085(4) -0.1960(4) 0.0288(12) Uani 1 1 d . . . . .
H4 H 0.0932 0.4035 -0.2176 0.035 Uiso 1 1 calc R U . . .
C5 C -0.0552(5) 0.3364(4) -0.1455(3) 0.0242(11) Uani 1 1 d . . . . .
C6 C 0.0177(6) 0.2494(4) -0.1235(3) 0.0221(11) Uani 1 1 d . . . . .
C7 C 0.1487(6) 0.2164(4) -0.1393(3) 0.0230(11) Uani 1 1 d . . . . .
H7 H 0.2209 0.2472 -0.1708 0.028 Uiso 1 1 calc R U . . .
C8 C 0.1506(5) 0.1284(3) -0.0988(3) 0.0208(10) Uani 1 1 d . . . . .
C9 C 0.2423(5) 0.0488(4) -0.0842(3) 0.0218(11) Uani 1 1 d . . . . .
C10 C 0.3702(5) 0.0177(4) -0.1078(3) 0.0216(11) Uani 1 1 d . . . . .
H10 H 0.4373 0.0499 -0.1428 0.026 Uiso 1 1 calc R U . . .
C11 C 0.3795(5) -0.0720(4) -0.0685(3) 0.0214(11) Uani 1 1 d . . . . .
C12 C 0.4827(5) -0.1461(4) -0.0669(3) 0.0215(11) Uani 1 1 d . . . . .
C13 C 0.6070(5) -0.1375(4) -0.1104(3) 0.0268(12) Uani 1 1 d . . . . .
H13 H 0.6292 -0.0818 -0.1433 0.032 Uiso 1 1 calc R U . . .
C14 C 0.6983(6) -0.2111(4) -0.1053(4) 0.0316(13) Uani 1 1 d . . . . .
H14 H 0.7848 -0.2069 -0.1345 0.038 Uiso 1 1 calc R U . . .
C15 C 0.6623(6) -0.2915(4) -0.0571(4) 0.0291(13) Uani 1 1 d . . . . .
H15 H 0.7237 -0.3432 -0.0521 0.035 Uiso 1 1 calc R U . . .
C16 C 0.5369(6) -0.2949(4) -0.0168(4) 0.0264(12) Uani 1 1 d . . . . .
H16 H 0.5125 -0.3505 0.0155 0.032 Uiso 1 1 calc R U . . .
O1 O -0.1870(4) 0.2870(3) 0.0834(3) 0.0324(10) Uani 1 1 d . . . . .
O2 O -0.3434(4) 0.1690(2) -0.1586(2) 0.0267(8) Uani 1 1 d . . . . .
C17 C -0.0612(9) 0.2768(5) 0.1257(6) 0.056(2) Uani 1 1 d . . . . .
H17 H 0.0094 0.3062 0.0876 0.084 Uiso 1 1 calc R U . . .
H17A H -0.0407 0.2097 0.1334 0.084 Uiso 1 1 calc R U . . .
H17B H -0.0628 0.3074 0.1862 0.084 Uiso 1 1 calc R U . . .
C18 C -0.4232(7) 0.2275(4) -0.2175(4) 0.0341(14) Uani 1 1 d . . . . .
H18 H -0.3629 0.2608 -0.2603 0.051 Uiso 1 1 calc R U . . .
H18A H -0.4735 0.2734 -0.1804 0.051 Uiso 1 1 calc R U . . .
H18B H -0.4881 0.1887 -0.2524 0.051 Uiso 1 1 calc R U . . .
B1 B -0.6577(7) 0.4997(4) -0.1584(4) 0.0267(13) Uani 1 1 d . . . . .
F1 F -0.5281(4) 0.5327(3) -0.1715(3) 0.0501(10) Uani 1 1 d . . . . .
F2 F -0.6607(4) 0.4040(2) -0.1574(2) 0.0394(9) Uani 1 1 d . . . . .
F3 F -0.7108(5) 0.5351(3) -0.0773(3) 0.0537(11) Uani 1 1 d . . . . .
F4 F -0.7424(4) 0.5328(2) -0.2305(2) 0.0392(9) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 N5 1.997(4) 3 ?
Ni1 N2 2.004(4) . ?
Ni1 O1 2.097(4) . ?
Ni1 O2 2.103(4) . ?
Ni1 N6 2.137(5) 3 ?
Ni1 N1 2.157(4) . ?
Ni2 N4 1.842(4) 3 ?
Ni2 N4 1.842(4) . ?
Ni2 N3 1.844(4) . ?
Ni2 N3 1.844(4) 3 ?
N1 C1 1.335(7) . ?
N1 C5 1.363(7) . ?
N2 N3 1.331(6) . ?
N2 C6 1.333(7) . ?
N3 C8 1.357(6) . ?
N4 N5 1.337(6) . ?
N4 C9 1.354(6) . ?
N5 C11 1.344(6) . ?
N5 Ni1 1.997(4) 3 ?
N6 C16 1.335(7) . ?
N6 C12 1.355(7) . ?
N6 Ni1 2.136(5) 3 ?
C1 C2 1.384(8) . ?
C1 H1 0.9500 . ?
C2 C3 1.358(9) . ?
C2 H2 0.9500 . ?
C3 C4 1.378(8) . ?
C3 H3 0.9500 . ?
C4 C5 1.379(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.460(7) . ?
C6 C7 1.384(8) . ?
C7 C8 1.380(7) . ?
C7 H7 0.9500 . ?
C8 C9 1.457(7) . ?
C9 C10 1.370(7) . ?
C10 C11 1.399(7) . ?
C10 H10 0.9500 . ?
C11 C12 1.457(7) . ?
C12 C13 1.378(7) . ?
C13 C14 1.375(8) . ?
C13 H13 0.9500 . ?
C14 C15 1.386(8) . ?
C14 H14 0.9500 . ?
C15 C16 1.361(8) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
O1 C17 1.378(9) . ?
O2 C18 1.421(6) . ?
C17 H17 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C18 H18 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
B1 F2 1.360(7) . ?
B1 F1 1.364(7) . ?
B1 F3 1.384(7) . ?
B1 F4 1.410(7) . ?

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
N5 Ni1 N2 90.58(17) 3 . ?
N5 Ni1 O1 93.05(17) 3 . ?
N2 Ni1 O1 95.35(17) . . ?
N5 Ni1 O2 93.13(16) 3 . ?
N2 Ni1 O2 96.16(16) . . ?
O1 Ni1 O2 166.86(15) . . ?
N5 Ni1 N6 77.59(16) 3 3 ?
N2 Ni1 N6 168.07(16) . 3 ?
O1 Ni1 N6 83.90(17) . 3 ?
O2 Ni1 N6 86.12(15) . 3 ?
N5 Ni1 N1 167.93(17) 3 . ?
N2 Ni1 N1 77.36(16) . . ?
O1 Ni1 N1 87.79(16) . . ?
O2 Ni1 N1 88.57(15) . . ?
N6 Ni1 N1 114.46(16) 3 . ?
N4 Ni2 N4 180.0(4) 3 . ?
N4 Ni2 N3 97.98(18) 3 . ?
N4 Ni2 N3 82.02(18) . . ?
N4 Ni2 N3 82.02(18) 3 3 ?
N4 Ni2 N3 97.98(18) . 3 ?
N3 Ni2 N3 180.0(3) . 3 ?
C1 N1 C5 117.8(5) . . ?
C1 N1 Ni1 129.4(4) . . ?
C5 N1 Ni1 112.9(3) . . ?
N3 N2 C6 107.4(4) . . ?
N3 N2 Ni1 132.9(3) . . ?
C6 N2 Ni1 119.5(4) . . ?
N2 N3 C8 109.4(4) . . ?
N2 N3 Ni2 132.8(3) . . ?
C8 N3 Ni2 117.8(3) . . ?
N5 N4 C9 109.5(4) . . ?
N5 N4 Ni2 131.8(3) . . ?
C9 N4 Ni2 118.7(4) . . ?
N4 N5 C11 107.3(4) . . ?
N4 N5 Ni1 133.8(3) . 3 ?
C11 N5 Ni1 118.9(3) . 3 ?
C16 N6 C12 117.0(5) . . ?
C16 N6 Ni1 129.2(4) . 3 ?
C12 N6 Ni1 113.8(3) . 3 ?
N1 C1 C2 122.6(5) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C3 C2 C1 119.5(5) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 119.1(5) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C3 C4 C5 119.4(5) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
N1 C5 C4 121.7(5) . . ?
N1 C5 C6 115.3(4) . . ?
C4 C5 C6 123.0(5) . . ?
N2 C6 C7 110.6(5) . . ?
N2 C6 C5 114.9(5) . . ?
C7 C6 C5 134.5(5) . . ?
C8 C7 C6 104.2(5) . . ?
C8 C7 H7 127.9 . . ?
C6 C7 H7 127.9 . . ?
N3 C8 C7 108.3(5) . . ?
N3 C8 C9 111.3(4) . . ?
C7 C8 C9 140.4(5) . . ?
N4 C9 C10 109.0(5) . . ?
N4 C9 C8 110.2(4) . . ?
C10 C9 C8 140.7(5) . . ?
C9 C10 C11 104.4(5) . . ?
C9 C10 H10 127.8 . . ?
C11 C10 H10 127.8 . . ?
N5 C11 C10 109.9(4) . . ?
N5 C11 C12 115.1(4) . . ?
C10 C11 C12 135.0(5) . . ?
N6 C12 C13 122.7(5) . . ?
N6 C12 C11 114.6(4) . . ?
C13 C12 C11 122.7(5) . . ?
C14 C13 C12 118.7(5) . . ?
C14 C13 H13 120.6 . . ?
C12 C13 H13 120.6 . . ?
C13 C14 C15 119.1(5) . . ?
C13 C14 H14 120.5 . . ?
C15 C14 H14 120.5 . . ?
C16 C15 C14 118.5(5) . . ?
C16 C15 H15 120.7 . . ?
C14 C15 H15 120.7 . . ?
N6 C16 C15 124.0(5) . . ?
N6 C16 H16 118.0 . . ?
C15 C16 H16 118.0 . . ?
C17 O1 Ni1 124.4(4) . . ?
C18 O2 Ni1 123.6(3) . . ?
O1 C17 H17 109.5 . . ?
O1 C17 H17A 109.5 . . ?
H17 C17 H17A 109.5 . . ?
O1 C17 H17B 109.5 . . ?
H17 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O2 C18 H18 109.5 . . ?
O2 C18 H18A 109.5 . . ?
H18 C18 H18A 109.5 . . ?
O2 C18 H18B 109.5 . . ?
H18 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
F2 B1 F1 111.3(5) . . ?
F2 B1 F3 110.2(5) . . ?
F1 B1 F3 110.3(5) . . ?
F2 B1 F4 109.2(5) . . ?
F1 B1 F4 108.9(5) . . ?
F3 B1 F4 106.8(5) . . ?

_refine_diff_density_max         2.943
_refine_diff_density_min         -1.695
_refine_diff_density_rms         0.255

_shelxl_version_number           2013-4





