# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_l3214
_database_code_depnum_ccdc_archive 'CCDC 1458980'
_audit_update_record             
;
2016-03-07 deposited with the CCDC.
2016-06-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H32 F2 N3 Ni, 2(H2 O)'
_chemical_formula_sum            'C23 H36 F2 N3 Ni O2'
_chemical_formula_weight         483.26

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'
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'
O O 0.0106 0.0060 '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                   11.2020(7)
_cell_length_b                   14.3642(9)
_cell_length_c                   13.7494(10)
_cell_angle_alpha                90
_cell_angle_beta                 92.280(3)
_cell_angle_gamma                90
_cell_volume                     2210.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8845
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      27.58

_exptl_crystal_description       rectangular
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.452
_exptl_crystal_F_000             1028
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.356
_exptl_crystal_size_mid          0.272
_exptl_crystal_size_min          0.095
_exptl_absorpt_coefficient_mu    0.920
_shelx_estimated_absorpt_T_min   0.735
_shelx_estimated_absorpt_T_max   0.918
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6587
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'sadabs v2012/1'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35932
_diffrn_reflns_av_unetI/netI     0.0319
_diffrn_reflns_av_R_equivalents  0.0465
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.051
_diffrn_reflns_theta_max         27.840
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5236
_reflns_number_gt                4347
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT-2013 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
  
All  H atoms were positioned geometrically and refined using a 
riding model with C---H = 0.95--0.99 Å and with Uiso(H) 
= 1.2 (1.5 for methyl groups) times Ueq(C). 
  
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0436P)²+2.3364P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5236
_refine_ls_number_parameters     298
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0477
_refine_ls_R_factor_gt           0.0357
_refine_ls_wR_factor_ref         0.0940
_refine_ls_wR_factor_gt          0.0874
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_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_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 0.15348(2) 0.25739(2) 0.13496(2) 0.01076(8) Uani 1 1 d . . . . .
F1 F 0.19683(10) 0.17716(8) 0.24287(8) 0.0148(2) Uani 1 1 d . . . . .
F2 F 0.19520(10) 0.16037(8) 0.04734(9) 0.0155(3) Uani 1 1 d . . . . .
N1 N 0.11692(16) 0.35355(12) 0.22384(13) 0.0161(4) Uani 1 1 d . . . . .
N2 N -0.04556(15) 0.23688(11) 0.14325(12) 0.0121(3) Uani 1 1 d . . . . .
N3 N 0.32279(15) 0.34398(11) 0.12097(12) 0.0124(3) Uani 1 1 d . . . . .
C1 C 0.10750(17) 0.33619(12) 0.03012(13) 0.0092(4) Uani 1 1 d . . . . .
C2 C 0.19615(19) 0.37404(14) -0.02334(15) 0.0150(4) Uani 1 1 d . . . . .
C3 C 0.1636(2) 0.42541(14) -0.10588(15) 0.0175(4) Uani 1 1 d . . . . .
H3 H 0.2230 0.4541 -0.1432 0.021 Uiso 1 1 calc R U . . .
C4 C 0.0433(2) 0.43449(14) -0.13341(16) 0.0181(4) Uani 1 1 d . . . . .
H4 H 0.0209 0.4672 -0.1914 0.022 Uiso 1 1 calc R U . . .
C5 C -0.04458(19) 0.39613(14) -0.07684(15) 0.0163(4) Uani 1 1 d . . . . .
H5 H -0.1266 0.4030 -0.0957 0.020 Uiso 1 1 calc R U . . .
C6 C -0.01125(18) 0.34773(13) 0.00738(15) 0.0133(4) Uani 1 1 d . . . . .
C7 C -0.09815(18) 0.31300(13) 0.08001(15) 0.0144(4) Uani 1 1 d . . . . .
H7A H -0.1222 0.3655 0.1216 0.017 Uiso 1 1 calc R U . . .
H7B H -0.1707 0.2893 0.0448 0.017 Uiso 1 1 calc R U . . .
C8 C -0.06288(18) 0.26177(14) 0.24710(15) 0.0139(4) Uani 1 1 d . . . . .
H8A H -0.0452 0.2071 0.2890 0.017 Uiso 1 1 calc R U . . .
H8B H -0.1470 0.2800 0.2555 0.017 Uiso 1 1 calc R U . . .
C9 C 0.01842(18) 0.34097(14) 0.27695(15) 0.0143(4) Uani 1 1 d . . . . .
C10 C -0.00023(19) 0.39962(14) 0.35531(15) 0.0155(4) Uani 1 1 d . . . . .
H10 H -0.0691 0.3929 0.3928 0.019 Uiso 1 1 calc R U . . .
C11 C 0.08413(19) 0.46839(14) 0.37776(15) 0.0169(4) Uani 1 1 d . . . . .
H11 H 0.0746 0.5069 0.4331 0.020 Uiso 1 1 calc R U . . .
C12 C 0.18206(19) 0.48135(14) 0.32033(15) 0.0159(4) Uani 1 1 d . . . . .
H12 H 0.2382 0.5294 0.3350 0.019 Uiso 1 1 calc R U . . .
C13 C 0.19675(18) 0.42299(13) 0.24118(15) 0.0127(4) Uani 1 1 d . . . . .
C14 C 0.29154(18) 0.43460(14) 0.16785(15) 0.0138(4) Uani 1 1 d . . . . .
H14A H 0.2630 0.4789 0.1169 0.017 Uiso 1 1 calc R U . . .
H14B H 0.3641 0.4613 0.2005 0.017 Uiso 1 1 calc R U . . .
C15 C 0.32262(19) 0.35728(15) 0.01372(15) 0.0162(4) Uani 1 1 d . . . . .
H15A H 0.3552 0.3012 -0.0176 0.019 Uiso 1 1 calc R U . . .
H15B H 0.3734 0.4112 -0.0022 0.019 Uiso 1 1 calc R U . . .
C16 C -0.09966(18) 0.14207(13) 0.11655(15) 0.0134(4) Uani 1 1 d . . . . .
C17 C -0.08690(19) 0.12553(15) 0.00784(15) 0.0170(4) Uani 1 1 d . . . . .
H17A H -0.1366 0.1703 -0.0292 0.026 Uiso 1 1 calc R U . . .
H17B H -0.1128 0.0621 -0.0087 0.026 Uiso 1 1 calc R U . . .
H17C H -0.0031 0.1336 -0.0084 0.026 Uiso 1 1 calc R U . . .
C18 C -0.23282(19) 0.13784(15) 0.13896(17) 0.0182(4) Uani 1 1 d . . . . .
H18A H -0.2424 0.1497 0.2084 0.027 Uiso 1 1 calc R U . . .
H18B H -0.2644 0.0760 0.1222 0.027 Uiso 1 1 calc R U . . .
H18C H -0.2766 0.1851 0.1005 0.027 Uiso 1 1 calc R U . . .
C19 C -0.0319(2) 0.06546(14) 0.17248(17) 0.0188(4) Uani 1 1 d . . . . .
H19A H 0.0527 0.0674 0.1567 0.028 Uiso 1 1 calc R U . . .
H19B H -0.0655 0.0047 0.1541 0.028 Uiso 1 1 calc R U . . .
H19C H -0.0392 0.0751 0.2425 0.028 Uiso 1 1 calc R U . . .
C20 C 0.44115(18) 0.30592(14) 0.16230(16) 0.0149(4) Uani 1 1 d . . . . .
C21 C 0.45542(19) 0.20606(15) 0.12665(18) 0.0201(5) Uani 1 1 d . . . . .
H21A H 0.3826 0.1708 0.1387 0.030 Uiso 1 1 calc R U . . .
H21B H 0.5236 0.1769 0.1616 0.030 Uiso 1 1 calc R U . . .
H21C H 0.4693 0.2064 0.0567 0.030 Uiso 1 1 calc R U . . .
C22 C 0.43690(19) 0.30418(15) 0.27294(15) 0.0173(4) Uani 1 1 d . . . . .
H22A H 0.4323 0.3681 0.2975 0.026 Uiso 1 1 calc R U . . .
H22B H 0.5092 0.2742 0.3004 0.026 Uiso 1 1 calc R U . . .
H22C H 0.3665 0.2692 0.2920 0.026 Uiso 1 1 calc R U . . .
C23 C 0.54776(19) 0.36527(15) 0.13165(17) 0.0188(4) Uani 1 1 d . . . . .
H23A H 0.5586 0.3576 0.0617 0.028 Uiso 1 1 calc R U . . .
H23B H 0.6203 0.3451 0.1679 0.028 Uiso 1 1 calc R U . . .
H23C H 0.5323 0.4309 0.1458 0.028 Uiso 1 1 calc R U . . .
O1S O 0.22081(15) 0.14974(14) -0.12120(11) 0.0280(4) Uani 1 1 d D U . . .
H1S1 H 0.211(3) 0.1459(18) -0.0589(4) 0.042 Uiso 1 1 d D U . . .
H1S2 H 0.222(3) 0.2093(4) -0.1323(19) 0.042 Uiso 1 1 d D U . . .
O2S O 0.1532(2) 0.16357(16) 0.40707(13) 0.0438(6) Uani 1 1 d D U . . .
H2S1 H 0.162(3) 0.160(2) 0.3446(5) 0.066 Uiso 1 1 d D U . . .
H2S2 H 0.160(4) 0.2227(6) 0.420(2) 0.066 Uiso 1 1 d D U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 C1 1.8882(18) . ?
Ni1 N1 1.8997(18) . ?
Ni1 F2 1.9123(12) . ?
Ni1 F1 1.9256(12) . ?
Ni1 N2 2.2564(17) . ?
Ni1 N3 2.2827(17) . ?
N1 C13 1.354(3) . ?
N1 C9 1.359(3) . ?
N2 C8 1.492(3) . ?
N2 C7 1.503(2) . ?
N2 C16 1.529(2) . ?
N3 C15 1.487(3) . ?
N3 C14 1.500(2) . ?
N3 C20 1.523(3) . ?
C1 C6 1.364(3) . ?
C1 C2 1.371(3) . ?
C2 C3 1.390(3) . ?
C2 C15 1.506(3) . ?
C3 C4 1.391(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.393(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.389(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.507(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.504(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.390(3) . ?
C10 C11 1.393(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.389(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.389(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.502(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.526(3) . ?
C16 C19 1.527(3) . ?
C16 C18 1.536(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C22 1.524(3) . ?
C20 C21 1.526(3) . ?
C20 C23 1.540(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
O1S H1S1 0.869(2) . ?
O1S H1S2 0.868(2) . ?
O2S H2S1 0.869(2) . ?
O2S H2S2 0.869(2) . ?

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
C1 Ni1 N1 89.77(8) . . ?
C1 Ni1 F2 91.26(7) . . ?
N1 Ni1 F2 178.21(6) . . ?
C1 Ni1 F1 178.73(7) . . ?
N1 Ni1 F1 89.64(6) . . ?
F2 Ni1 F1 89.36(5) . . ?
C1 Ni1 N2 82.92(7) . . ?
N1 Ni1 N2 79.84(7) . . ?
F2 Ni1 N2 101.74(6) . . ?
F1 Ni1 N2 95.88(6) . . ?
C1 Ni1 N3 79.13(7) . . ?
N1 Ni1 N3 81.90(7) . . ?
F2 Ni1 N3 96.86(6) . . ?
F1 Ni1 N3 101.89(6) . . ?
N2 Ni1 N3 154.35(6) . . ?
C13 N1 C9 123.21(18) . . ?
C13 N1 Ni1 119.41(14) . . ?
C9 N1 Ni1 116.70(14) . . ?
C8 N2 C7 108.45(15) . . ?
C8 N2 C16 112.19(15) . . ?
C7 N2 C16 111.51(15) . . ?
C8 N2 Ni1 100.57(11) . . ?
C7 N2 Ni1 103.96(11) . . ?
C16 N2 Ni1 119.15(12) . . ?
C15 N3 C14 108.88(15) . . ?
C15 N3 C20 112.52(16) . . ?
C14 N3 C20 111.45(15) . . ?
C15 N3 Ni1 100.67(12) . . ?
C14 N3 Ni1 103.16(11) . . ?
C20 N3 Ni1 119.13(12) . . ?
C6 C1 C2 123.32(18) . . ?
C6 C1 Ni1 118.79(15) . . ?
C2 C1 Ni1 117.74(15) . . ?
C1 C2 C3 118.43(19) . . ?
C1 C2 C15 116.55(18) . . ?
C3 C2 C15 125.02(19) . . ?
C2 C3 C4 119.5(2) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C3 C4 C5 120.65(19) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C6 C5 C4 119.41(19) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C1 C6 C5 118.63(19) . . ?
C1 C6 C7 117.22(18) . . ?
C5 C6 C7 123.97(19) . . ?
N2 C7 C6 112.06(16) . . ?
N2 C7 H7A 109.2 . . ?
C6 C7 H7A 109.2 . . ?
N2 C7 H7B 109.2 . . ?
C6 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
N2 C8 C9 110.00(16) . . ?
N2 C8 H8A 109.7 . . ?
C9 C8 H8A 109.7 . . ?
N2 C8 H8B 109.7 . . ?
C9 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
N1 C9 C10 119.08(19) . . ?
N1 C9 C8 116.72(18) . . ?
C10 C9 C8 124.19(19) . . ?
C9 C10 C11 118.68(19) . . ?
C9 C10 H10 120.7 . . ?
C11 C10 H10 120.7 . . ?
C12 C11 C10 120.87(19) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C13 C12 C11 119.03(19) . . ?
C13 C12 H12 120.5 . . ?
C11 C12 H12 120.5 . . ?
N1 C13 C12 118.98(19) . . ?
N1 C13 C14 116.29(18) . . ?
C12 C13 C14 124.60(18) . . ?
N3 C14 C13 112.05(16) . . ?
N3 C14 H14A 109.2 . . ?
C13 C14 H14A 109.2 . . ?
N3 C14 H14B 109.2 . . ?
C13 C14 H14B 109.2 . . ?
H14A C14 H14B 107.9 . . ?
N3 C15 C2 108.68(17) . . ?
N3 C15 H15A 110.0 . . ?
C2 C15 H15A 110.0 . . ?
N3 C15 H15B 110.0 . . ?
C2 C15 H15B 110.0 . . ?
H15A C15 H15B 108.3 . . ?
C17 C16 C19 108.48(17) . . ?
C17 C16 N2 108.79(16) . . ?
C19 C16 N2 109.66(16) . . ?
C17 C16 C18 108.66(17) . . ?
C19 C16 C18 109.74(17) . . ?
N2 C16 C18 111.46(16) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N3 C20 C22 108.49(16) . . ?
N3 C20 C21 108.56(16) . . ?
C22 C20 C21 108.24(18) . . ?
N3 C20 C23 111.86(17) . . ?
C22 C20 C23 109.73(17) . . ?
C21 C20 C23 109.88(17) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
H1S1 O1S H1S2 103.7(18) . . ?
H2S1 O2S H2S2 103.7(19) . . ?

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 Ni1 N1 C13 -80.28(16) . . . . ?
F1 Ni1 N1 C13 100.83(16) . . . . ?
N2 Ni1 N1 C13 -163.13(16) . . . . ?
N3 Ni1 N1 C13 -1.23(15) . . . . ?
C1 Ni1 N1 C9 108.87(16) . . . . ?
F1 Ni1 N1 C9 -70.01(15) . . . . ?
N2 Ni1 N1 C9 26.03(15) . . . . ?
N3 Ni1 N1 C9 -172.08(16) . . . . ?
N1 Ni1 C1 C6 -78.67(16) . . . . ?
F2 Ni1 C1 C6 102.79(15) . . . . ?
N2 Ni1 C1 C6 1.12(15) . . . . ?
N3 Ni1 C1 C6 -160.47(16) . . . . ?
N1 Ni1 C1 C2 105.58(16) . . . . ?
F2 Ni1 C1 C2 -72.96(15) . . . . ?
N2 Ni1 C1 C2 -174.63(16) . . . . ?
N3 Ni1 C1 C2 23.78(15) . . . . ?
C6 C1 C2 C3 -1.2(3) . . . . ?
Ni1 C1 C2 C3 174.36(15) . . . . ?
C6 C1 C2 C15 177.99(18) . . . . ?
Ni1 C1 C2 C15 -6.5(2) . . . . ?
C1 C2 C3 C4 -2.0(3) . . . . ?
C15 C2 C3 C4 178.93(19) . . . . ?
C2 C3 C4 C5 2.8(3) . . . . ?
C3 C4 C5 C6 -0.5(3) . . . . ?
C2 C1 C6 C5 3.4(3) . . . . ?
Ni1 C1 C6 C5 -172.05(14) . . . . ?
C2 C1 C6 C7 -172.02(18) . . . . ?
Ni1 C1 C6 C7 12.5(2) . . . . ?
C4 C5 C6 C1 -2.5(3) . . . . ?
C4 C5 C6 C7 172.63(18) . . . . ?
C8 N2 C7 C6 128.56(17) . . . . ?
C16 N2 C7 C6 -107.43(18) . . . . ?
Ni1 N2 C7 C6 22.17(18) . . . . ?
C1 C6 C7 N2 -24.6(2) . . . . ?
C5 C6 C7 N2 160.16(18) . . . . ?
C7 N2 C8 C9 -71.59(19) . . . . ?
C16 N2 C8 C9 164.81(15) . . . . ?
Ni1 N2 C8 C9 37.13(16) . . . . ?
C13 N1 C9 C10 -2.4(3) . . . . ?
Ni1 N1 C9 C10 168.05(15) . . . . ?
C13 N1 C9 C8 178.73(18) . . . . ?
Ni1 N1 C9 C8 -10.8(2) . . . . ?
N2 C8 C9 N1 -22.5(2) . . . . ?
N2 C8 C9 C10 158.67(19) . . . . ?
N1 C9 C10 C11 -1.1(3) . . . . ?
C8 C9 C10 C11 177.62(19) . . . . ?
C9 C10 C11 C12 3.1(3) . . . . ?
C10 C11 C12 C13 -1.7(3) . . . . ?
C9 N1 C13 C12 3.9(3) . . . . ?
Ni1 N1 C13 C12 -166.32(15) . . . . ?
C9 N1 C13 C14 -172.24(18) . . . . ?
Ni1 N1 C13 C14 17.5(2) . . . . ?
C11 C12 C13 N1 -1.8(3) . . . . ?
C11 C12 C13 C14 174.02(19) . . . . ?
C15 N3 C14 C13 131.86(17) . . . . ?
C20 N3 C14 C13 -103.44(19) . . . . ?
Ni1 N3 C14 C13 25.54(18) . . . . ?
N1 C13 C14 N3 -30.3(2) . . . . ?
C12 C13 C14 N3 153.76(19) . . . . ?
C14 N3 C15 C2 -68.4(2) . . . . ?
C20 N3 C15 C2 167.50(16) . . . . ?
Ni1 N3 C15 C2 39.59(17) . . . . ?
C1 C2 C15 N3 -27.3(2) . . . . ?
C3 C2 C15 N3 151.85(19) . . . . ?
C8 N2 C16 C17 175.55(16) . . . . ?
C7 N2 C16 C17 53.7(2) . . . . ?
Ni1 N2 C16 C17 -67.43(18) . . . . ?
C8 N2 C16 C19 -66.0(2) . . . . ?
C7 N2 C16 C19 172.16(17) . . . . ?
Ni1 N2 C16 C19 51.1(2) . . . . ?
C8 N2 C16 C18 55.8(2) . . . . ?
C7 N2 C16 C18 -66.1(2) . . . . ?
Ni1 N2 C16 C18 172.78(13) . . . . ?
C15 N3 C20 C22 174.28(16) . . . . ?
C14 N3 C20 C22 51.6(2) . . . . ?
Ni1 N3 C20 C22 -68.30(18) . . . . ?
C15 N3 C20 C21 -68.3(2) . . . . ?
C14 N3 C20 C21 169.06(17) . . . . ?
Ni1 N3 C20 C21 49.1(2) . . . . ?
C15 N3 C20 C23 53.1(2) . . . . ?
C14 N3 C20 C23 -69.5(2) . . . . ?
Ni1 N3 C20 C23 170.53(13) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
# C12 H12 F2  0.95 2.57 3.408(2) 146.9 2 
# C19 H19A F2  0.98 2.60 3.411(3) 139.7 . 
# C21 H21A F1  0.98 2.57 3.389(3) 140.5 . 
C8 H8B O1S 0.99 2.51 3.334(3) 141.0 4_566
C10 H10 O1S 0.95 2.43 3.233(3) 141.9 4_566
C12 H12 F1 0.95 2.50 3.256(2) 136.7 2
C17 H17C F2 0.98 2.35 3.224(2) 147.7 .
C19 H19A F1 0.98 2.52 3.143(2) 121.4 .
C21 H21A F2 0.98 2.41 3.141(2) 131.2 .
C22 H22C F1 0.98 2.39 3.262(2) 147.9 .
C23 H23A O2S 0.98 2.43 3.375(3) 161.2 4_665
O1S H1S1 F2 0.869(2) 1.493(6) 2.3513(19) 168(3) .
O2S H2S1 F1 0.869(2) 1.487(9) 2.337(2) 165(3) .

_refine_diff_density_max         0.761
_refine_diff_density_min         -0.580
_refine_diff_density_rms         0.071

_shelxl_version_number           2014-1

####################################################################### 
# 
# 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_l2016
_database_code_depnum_ccdc_archive 'CCDC 1458981'
_audit_update_record             
;
2016-03-07 deposited with the CCDC.
2016-06-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H37 Br N4 Ni O, F6 P'
_chemical_formula_sum            'C26 H37 Br F6 N4 Ni O P'
_chemical_formula_weight         705.18

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   10.747(3)
_cell_length_b                   11.639(3)
_cell_length_c                   12.569(4)
_cell_angle_alpha                106.335(13)
_cell_angle_beta                 95.317(18)
_cell_angle_gamma                95.342(14)
_cell_volume                     1490.5(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    111(2)
_cell_measurement_reflns_used    5879
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      28.56

_exptl_crystal_description       rhombic
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_F_000             722
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.259
_exptl_crystal_size_mid          0.149
_exptl_crystal_size_min          0.115
_exptl_absorpt_coefficient_mu    2.110
_shelx_estimated_absorpt_T_min   0.611
_shelx_estimated_absorpt_T_max   0.793
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6261
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      111(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21266
_diffrn_reflns_av_unetI/netI     0.0645
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.702
_diffrn_reflns_theta_max         28.796
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             7532
_reflns_number_gt                5587
_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       'Bruker APEX2'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXT-2013 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
  
All  H atoms were positioned geometrically and refined using a 
riding model with C---H = 0.95--0.99 Å and with Uiso(H) 
= 1.2 (1.5 for methyl groups) times Ueq(C). 
  
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0579P)²] 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         7532
_refine_ls_number_parameters     369
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0644
_refine_ls_R_factor_gt           0.0422
_refine_ls_wR_factor_ref         0.1146
_refine_ls_wR_factor_gt          0.1022
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_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_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
Br1 Br 0.76519(3) 0.41714(2) 0.99227(2) 0.02215(9) Uani 1 1 d . . . . .
Ni1 Ni 0.73311(3) 0.30639(3) 0.79759(3) 0.01596(10) Uani 1 1 d . . . . .
O1 O 0.33557(18) -0.03361(17) 0.89507(17) 0.0229(4) Uani 1 1 d . . . . .
N1 N 0.6917(2) 0.2104(2) 0.64059(19) 0.0170(5) Uani 1 1 d . . . . .
N2 N 0.8557(2) 0.1530(2) 0.78872(19) 0.0169(5) Uani 1 1 d . . . . .
N3 N 0.5458(2) 0.3779(2) 0.75167(19) 0.0178(5) Uani 1 1 d . . . . .
N4 N 0.8644(2) 0.4176(2) 0.75981(19) 0.0197(5) Uani 1 1 d . . . . .
C1 C 0.6128(2) 0.1978(2) 0.8332(2) 0.0163(5) Uani 1 1 d . . . . .
C2 C 0.4957(3) 0.2358(2) 0.8542(2) 0.0168(5) Uani 1 1 d . . . . .
C3 C 0.4051(3) 0.1550(2) 0.8762(2) 0.0179(6) Uani 1 1 d . . . . .
H3 H 0.3247 0.1778 0.8921 0.022 Uiso 1 1 calc R U . . .
C4 C 0.4333(3) 0.0400(2) 0.8748(2) 0.0176(5) Uani 1 1 d . . . . .
C5 C 0.5491(2) 0.0028(2) 0.8500(2) 0.0176(6) Uani 1 1 d . . . . .
H5 H 0.5660 -0.0762 0.8487 0.021 Uiso 1 1 calc R U . . .
C6 C 0.6411(2) 0.0837(2) 0.8269(2) 0.0171(5) Uani 1 1 d . . . . .
C7 C 0.7622(2) 0.0456(2) 0.7862(2) 0.0192(6) Uani 1 1 d . . . . .
H7A H 0.7441 -0.0086 0.7088 0.023 Uiso 1 1 calc R U . . .
H7B H 0.8002 -0.0001 0.8336 0.023 Uiso 1 1 calc R U . . .
C8 C 0.8897(3) 0.1365(3) 0.6733(2) 0.0187(6) Uani 1 1 d . . . . .
H8A H 0.9232 0.0584 0.6468 0.022 Uiso 1 1 calc R U . . .
H8B H 0.9561 0.2016 0.6739 0.022 Uiso 1 1 calc R U . . .
C9 C 0.7751(3) 0.1390(2) 0.5950(2) 0.0185(6) Uani 1 1 d . . . . .
C10 C 0.7538(3) 0.0708(3) 0.4837(2) 0.0244(6) Uani 1 1 d . . . . .
H10 H 0.8131 0.0199 0.4515 0.029 Uiso 1 1 calc R U . . .
C11 C 0.6431(3) 0.0788(3) 0.4199(3) 0.0295(7) Uani 1 1 d . . . . .
H11 H 0.6268 0.0340 0.3431 0.035 Uiso 1 1 calc R U . . .
C12 C 0.5572(3) 0.1521(3) 0.4690(2) 0.0247(6) Uani 1 1 d . . . . .
H12 H 0.4815 0.1577 0.4263 0.030 Uiso 1 1 calc R U . . .
C13 C 0.5828(3) 0.2172(2) 0.5809(2) 0.0190(6) Uani 1 1 d . . . . .
C14 C 0.4890(3) 0.2875(2) 0.6441(2) 0.0190(6) Uani 1 1 d . . . . .
H14A H 0.4461 0.3301 0.5962 0.023 Uiso 1 1 calc R U . . .
H14B H 0.4244 0.2304 0.6601 0.023 Uiso 1 1 calc R U . . .
C15 C 0.4735(3) 0.3581(2) 0.8429(2) 0.0193(6) Uani 1 1 d . . . . .
H15A H 0.3826 0.3606 0.8236 0.023 Uiso 1 1 calc R U . . .
H15B H 0.5034 0.4217 0.9141 0.023 Uiso 1 1 calc R U . . .
C16 C 0.9748(3) 0.1628(3) 0.8709(2) 0.0190(6) Uani 1 1 d . . . . .
C17 C 1.0510(3) 0.0574(3) 0.8285(3) 0.0252(6) Uani 1 1 d . . . . .
H17A H 0.9945 -0.0188 0.8055 0.038 Uiso 1 1 calc R U . . .
H17B H 1.1155 0.0559 0.8884 0.038 Uiso 1 1 calc R U . . .
H17C H 1.0916 0.0677 0.7645 0.038 Uiso 1 1 calc R U . . .
C18 C 0.9359(3) 0.1622(3) 0.9852(2) 0.0261(7) Uani 1 1 d . . . . .
H18A H 0.8789 0.2231 1.0083 0.039 Uiso 1 1 calc R U . . .
H18B H 1.0110 0.1807 1.0405 0.039 Uiso 1 1 calc R U . . .
H18C H 0.8929 0.0824 0.9799 0.039 Uiso 1 1 calc R U . . .
C19 C 1.0560(3) 0.2824(3) 0.8861(3) 0.0237(6) Uani 1 1 d . . . . .
H19A H 1.0846 0.2840 0.8147 0.036 Uiso 1 1 calc R U . . .
H19B H 1.1292 0.2908 0.9416 0.036 Uiso 1 1 calc R U . . .
H19C H 1.0064 0.3492 0.9119 0.036 Uiso 1 1 calc R U . . .
C20 C 0.5469(3) 0.5062(3) 0.7413(2) 0.0212(6) Uani 1 1 d . . . . .
C21 C 0.6217(3) 0.5975(3) 0.8447(3) 0.0282(7) Uani 1 1 d . . . . .
H21A H 0.5819 0.5942 0.9111 0.042 Uiso 1 1 calc R U . . .
H21B H 0.6229 0.6788 0.8364 0.042 Uiso 1 1 calc R U . . .
H21C H 0.7081 0.5781 0.8530 0.042 Uiso 1 1 calc R U . . .
C22 C 0.4118(3) 0.5397(3) 0.7269(3) 0.0288(7) Uani 1 1 d . . . . .
H22A H 0.3593 0.4741 0.6691 0.043 Uiso 1 1 calc R U . . .
H22B H 0.4141 0.6140 0.7046 0.043 Uiso 1 1 calc R U . . .
H22C H 0.3763 0.5521 0.7977 0.043 Uiso 1 1 calc R U . . .
C23 C 0.6118(3) 0.5131(3) 0.6396(3) 0.0265(7) Uani 1 1 d . . . . .
H23A H 0.6934 0.4825 0.6440 0.040 Uiso 1 1 calc R U . . .
H23B H 0.6246 0.5971 0.6383 0.040 Uiso 1 1 calc R U . . .
H23C H 0.5589 0.4640 0.5712 0.040 Uiso 1 1 calc R U . . .
C24 C 0.3477(3) -0.1598(3) 0.8677(3) 0.0266(7) Uani 1 1 d . . . . .
H24A H 0.3681 -0.1882 0.7910 0.040 Uiso 1 1 calc R U . . .
H24B H 0.2682 -0.2045 0.8741 0.040 Uiso 1 1 calc R U . . .
H24C H 0.4151 -0.1731 0.9193 0.040 Uiso 1 1 calc R U . . .
C25 C 0.9447(3) 0.4776(3) 0.7416(2) 0.0198(6) Uani 1 1 d . . . . .
C26 C 1.0484(3) 0.5546(3) 0.7197(3) 0.0269(7) Uani 1 1 d . . . . .
H26A H 1.0656 0.5219 0.6425 0.040 Uiso 1 1 calc R U . . .
H26B H 1.1238 0.5572 0.7710 0.040 Uiso 1 1 calc R U . . .
H26C H 1.0253 0.6363 0.7310 0.040 Uiso 1 1 calc R U . . .
P1 P 0.87925(8) 0.74218(7) 0.51963(7) 0.02595(18) Uani 1 1 d . . . . .
F1 F 0.83835(18) 0.71420(18) 0.38750(15) 0.0376(5) Uani 1 1 d . . . . .
F2 F 1.00912(18) 0.68894(17) 0.49482(17) 0.0384(5) Uani 1 1 d . . . . .
F3 F 0.9194(2) 0.77172(19) 0.65172(16) 0.0436(5) Uani 1 1 d . . . . .
F4 F 0.74946(17) 0.7969(2) 0.54401(17) 0.0430(5) Uani 1 1 d . . . . .
F5 F 0.94473(18) 0.87292(16) 0.52351(17) 0.0364(5) Uani 1 1 d . . . . .
F6 F 0.8148(2) 0.61124(18) 0.51376(18) 0.0509(6) 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
Br1 Ni1 2.3987(8) . ?
Ni1 C1 1.895(3) . ?
Ni1 N1 1.961(2) . ?
Ni1 N4 2.006(2) . ?
Ni1 N2 2.300(2) . ?
Ni1 N3 2.333(2) . ?
O1 C4 1.381(3) . ?
O1 C24 1.433(3) . ?
N1 C9 1.338(3) . ?
N1 C13 1.351(3) . ?
N2 C8 1.493(3) . ?
N2 C7 1.520(3) . ?
N2 C16 1.542(3) . ?
N3 C14 1.495(4) . ?
N3 C15 1.501(3) . ?
N3 C20 1.534(3) . ?
N4 C25 1.140(3) . ?
C1 C6 1.372(4) . ?
C1 C2 1.397(4) . ?
C2 C3 1.391(4) . ?
C2 C15 1.508(4) . ?
C3 C4 1.395(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.388(4) . ?
C5 C6 1.408(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.502(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.511(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.387(4) . ?
C10 C11 1.398(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.384(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.385(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.502(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C19 1.526(4) . ?
C16 C18 1.535(4) . ?
C16 C17 1.537(4) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.528(4) . ?
C20 C23 1.530(4) . ?
C20 C22 1.546(4) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.459(4) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
P1 F6 1.593(2) . ?
P1 F2 1.601(2) . ?
P1 F5 1.602(2) . ?
P1 F4 1.606(2) . ?
P1 F3 1.606(2) . ?
P1 F1 1.610(2) . ?

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
C1 Ni1 N1 87.85(11) . . ?
C1 Ni1 N4 178.18(10) . . ?
N1 Ni1 N4 91.89(10) . . ?
C1 Ni1 N2 82.61(10) . . ?
N1 Ni1 N2 78.47(9) . . ?
N4 Ni1 N2 95.58(9) . . ?
C1 Ni1 N3 78.79(10) . . ?
N1 Ni1 N3 79.69(9) . . ?
N4 Ni1 N3 102.93(9) . . ?
N2 Ni1 N3 151.70(8) . . ?
C1 Ni1 Br1 87.45(8) . . ?
N1 Ni1 Br1 174.82(7) . . ?
N4 Ni1 Br1 92.87(7) . . ?
N2 Ni1 Br1 103.06(6) . . ?
N3 Ni1 Br1 97.26(6) . . ?
C4 O1 C24 116.6(2) . . ?
C9 N1 C13 121.5(2) . . ?
C9 N1 Ni1 117.64(18) . . ?
C13 N1 Ni1 120.83(19) . . ?
C8 N2 C7 108.0(2) . . ?
C8 N2 C16 110.2(2) . . ?
C7 N2 C16 111.0(2) . . ?
C8 N2 Ni1 98.64(15) . . ?
C7 N2 Ni1 103.81(15) . . ?
C16 N2 Ni1 123.81(16) . . ?
C14 N3 C15 108.3(2) . . ?
C14 N3 C20 110.2(2) . . ?
C15 N3 C20 112.9(2) . . ?
C14 N3 Ni1 104.01(15) . . ?
C15 N3 Ni1 99.76(15) . . ?
C20 N3 Ni1 120.63(16) . . ?
C25 N4 Ni1 175.6(2) . . ?
C6 C1 C2 123.9(2) . . ?
C6 C1 Ni1 118.5(2) . . ?
C2 C1 Ni1 117.30(19) . . ?
C3 C2 C1 117.7(2) . . ?
C3 C2 C15 124.7(2) . . ?
C1 C2 C15 117.4(2) . . ?
C2 C3 C4 119.5(3) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
O1 C4 C5 123.7(2) . . ?
O1 C4 C3 114.5(2) . . ?
C5 C4 C3 121.8(2) . . ?
C4 C5 C6 119.2(2) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 H5 120.4 . . ?
C1 C6 C5 117.8(2) . . ?
C1 C6 C7 119.7(2) . . ?
C5 C6 C7 122.2(2) . . ?
C6 C7 N2 112.0(2) . . ?
C6 C7 H7A 109.2 . . ?
N2 C7 H7A 109.2 . . ?
C6 C7 H7B 109.2 . . ?
N2 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
N2 C8 C9 110.1(2) . . ?
N2 C8 H8A 109.6 . . ?
C9 C8 H8A 109.6 . . ?
N2 C8 H8B 109.6 . . ?
C9 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
N1 C9 C10 120.9(3) . . ?
N1 C9 C8 115.6(2) . . ?
C10 C9 C8 123.5(2) . . ?
C9 C10 C11 118.4(3) . . ?
C9 C10 H10 120.8 . . ?
C11 C10 H10 120.8 . . ?
C12 C11 C10 119.8(3) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C11 C12 C13 119.3(3) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 H12 120.3 . . ?
N1 C13 C12 120.0(3) . . ?
N1 C13 C14 116.8(2) . . ?
C12 C13 C14 122.8(2) . . ?
N3 C14 C13 113.8(2) . . ?
N3 C14 H14A 108.8 . . ?
C13 C14 H14A 108.8 . . ?
N3 C14 H14B 108.8 . . ?
C13 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
N3 C15 C2 107.0(2) . . ?
N3 C15 H15A 110.3 . . ?
C2 C15 H15A 110.3 . . ?
N3 C15 H15B 110.3 . . ?
C2 C15 H15B 110.3 . . ?
H15A C15 H15B 108.6 . . ?
C19 C16 C18 107.8(2) . . ?
C19 C16 C17 109.9(2) . . ?
C18 C16 C17 109.3(2) . . ?
C19 C16 N2 109.4(2) . . ?
C18 C16 N2 109.2(2) . . ?
C17 C16 N2 111.1(2) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C23 108.1(2) . . ?
C21 C20 N3 110.3(2) . . ?
C23 C20 N3 108.5(2) . . ?
C21 C20 C22 109.1(2) . . ?
C23 C20 C22 109.3(2) . . ?
N3 C20 C22 111.3(2) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O1 C24 H24A 109.5 . . ?
O1 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O1 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N4 C25 C26 179.2(3) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
F6 P1 F2 89.98(12) . . ?
F6 P1 F5 179.06(12) . . ?
F2 P1 F5 89.49(10) . . ?
F6 P1 F4 90.62(12) . . ?
F2 P1 F4 179.36(12) . . ?
F5 P1 F4 89.91(11) . . ?
F6 P1 F3 90.76(12) . . ?
F2 P1 F3 90.68(11) . . ?
F5 P1 F3 90.02(11) . . ?
F4 P1 F3 89.56(11) . . ?
F6 P1 F1 89.73(12) . . ?
F2 P1 F1 89.84(11) . . ?
F5 P1 F1 89.49(11) . . ?
F4 P1 F1 89.91(11) . . ?
F3 P1 F1 179.28(12) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 Ni1 C1 C6 72.2(2) . . . . ?
N2 Ni1 C1 C6 -6.5(2) . . . . ?
N3 Ni1 C1 C6 152.1(2) . . . . ?
Br1 Ni1 C1 C6 -110.0(2) . . . . ?
N1 Ni1 C1 C2 -102.0(2) . . . . ?
N2 Ni1 C1 C2 179.3(2) . . . . ?
N3 Ni1 C1 C2 -22.1(2) . . . . ?
Br1 Ni1 C1 C2 75.8(2) . . . . ?
C6 C1 C2 C3 3.7(4) . . . . ?
Ni1 C1 C2 C3 177.58(19) . . . . ?
C6 C1 C2 C15 -171.8(3) . . . . ?
Ni1 C1 C2 C15 2.0(3) . . . . ?
C1 C2 C3 C4 -1.0(4) . . . . ?
C15 C2 C3 C4 174.2(3) . . . . ?
C24 O1 C4 C5 -12.3(4) . . . . ?
C24 O1 C4 C3 165.0(2) . . . . ?
C2 C3 C4 O1 -178.5(2) . . . . ?
C2 C3 C4 C5 -1.1(4) . . . . ?
O1 C4 C5 C6 177.8(2) . . . . ?
C3 C4 C5 C6 0.7(4) . . . . ?
C2 C1 C6 C5 -4.1(4) . . . . ?
Ni1 C1 C6 C5 -177.9(2) . . . . ?
C2 C1 C6 C7 170.3(3) . . . . ?
Ni1 C1 C6 C7 -3.4(3) . . . . ?
C4 C5 C6 C1 1.8(4) . . . . ?
C4 C5 C6 C7 -172.5(3) . . . . ?
C1 C6 C7 N2 16.7(4) . . . . ?
C5 C6 C7 N2 -169.0(2) . . . . ?
C8 N2 C7 C6 -122.6(2) . . . . ?
C16 N2 C7 C6 116.5(2) . . . . ?
Ni1 N2 C7 C6 -18.6(2) . . . . ?
C7 N2 C8 C9 64.1(3) . . . . ?
C16 N2 C8 C9 -174.5(2) . . . . ?
Ni1 N2 C8 C9 -43.5(2) . . . . ?
C13 N1 C9 C10 1.2(4) . . . . ?
Ni1 N1 C9 C10 -178.3(2) . . . . ?
C13 N1 C9 C8 -177.3(2) . . . . ?
Ni1 N1 C9 C8 3.1(3) . . . . ?
N2 C8 C9 N1 32.4(3) . . . . ?
N2 C8 C9 C10 -146.1(3) . . . . ?
N1 C9 C10 C11 0.3(4) . . . . ?
C8 C9 C10 C11 178.7(3) . . . . ?
C9 C10 C11 C12 -1.0(5) . . . . ?
C10 C11 C12 C13 0.3(5) . . . . ?
C9 N1 C13 C12 -1.9(4) . . . . ?
Ni1 N1 C13 C12 177.6(2) . . . . ?
C9 N1 C13 C14 172.4(2) . . . . ?
Ni1 N1 C13 C14 -8.1(3) . . . . ?
C11 C12 C13 N1 1.1(4) . . . . ?
C11 C12 C13 C14 -172.8(3) . . . . ?
C15 N3 C14 C13 -128.2(2) . . . . ?
C20 N3 C14 C13 107.9(2) . . . . ?
Ni1 N3 C14 C13 -22.7(3) . . . . ?
N1 C13 C14 N3 22.5(3) . . . . ?
C12 C13 C14 N3 -163.4(3) . . . . ?
C14 N3 C15 C2 65.5(3) . . . . ?
C20 N3 C15 C2 -172.2(2) . . . . ?
Ni1 N3 C15 C2 -42.9(2) . . . . ?
C3 C2 C15 N3 -142.3(3) . . . . ?
C1 C2 C15 N3 32.9(3) . . . . ?
C8 N2 C16 C19 69.9(3) . . . . ?
C7 N2 C16 C19 -170.5(2) . . . . ?
Ni1 N2 C16 C19 -46.1(3) . . . . ?
C8 N2 C16 C18 -172.3(2) . . . . ?
C7 N2 C16 C18 -52.7(3) . . . . ?
Ni1 N2 C16 C18 71.7(3) . . . . ?
C8 N2 C16 C17 -51.6(3) . . . . ?
C7 N2 C16 C17 68.0(3) . . . . ?
Ni1 N2 C16 C17 -167.66(17) . . . . ?
C14 N3 C20 C21 -171.8(2) . . . . ?
C15 N3 C20 C21 67.0(3) . . . . ?
Ni1 N3 C20 C21 -50.6(3) . . . . ?
C14 N3 C20 C23 -53.5(3) . . . . ?
C15 N3 C20 C23 -174.7(2) . . . . ?
Ni1 N3 C20 C23 67.7(3) . . . . ?
C14 N3 C20 C22 66.8(3) . . . . ?
C15 N3 C20 C22 -54.4(3) . . . . ?
Ni1 N3 C20 C22 -172.00(18) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
#C7 H7A F4  0.99 2.61 3.544(4) 156.7 1_545 
#C8 H8B F1  0.99 2.60 3.516(3) 153.5 2_766 
#C10 H10 F5  0.95 2.61 3.332(4) 132.7 1_545 
#C12 H12 F4  0.95 2.62 3.400(4) 139.2 2_666 
#C19 H19C Br1  0.98 2.96 3.810(3) 145.2 . 
#C19 H19C N4  0.98 2.68 3.262(4) 118.7 . 
#C21 H21C Br1  0.98 2.97 3.534(3) 117.9 . 
#C22 H22C Br1  0.98 3.12 4.093(3) 173.8 2_667 
#C26 H26A F2  0.98 2.58 3.279(4) 128.6 2_766 
#C26 H26B Br1  0.98 3.02 3.885(3) 147.3 2_767 
C8 H8A F5 0.99 2.32 3.256(3) 156.8 1_545
C15 H15B Br1 0.99 2.90 3.407(3) 112.4 .
C18 H18A Br1 0.98 2.71 3.615(3) 153.5 .
C23 H23A N4 0.98 2.54 3.411(4) 148.2 .
C26 H26C F3 0.98 2.40 3.269(4) 146.8 .

_refine_diff_density_max         0.921
_refine_diff_density_min         -0.485
_refine_diff_density_rms         0.107

####################################################################### 
# 
# 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_l11415
_database_code_depnum_ccdc_archive 'CCDC 1458982'
_audit_update_record             
;
2016-03-07 deposited with the CCDC.
2016-06-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H40 N5 Ni O, 2(F6 Sb), C2 H3 N'
_chemical_formula_sum            'C30 H43 F12 N6 Ni O Sb2'
_chemical_formula_weight         1033.91

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'
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'
Sb Sb -0.5866 1.5461 '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                   9.5192(5)
_cell_length_b                   11.0107(6)
_cell_length_c                   35.5858(18)
_cell_angle_alpha                90
_cell_angle_beta                 90.808(3)
_cell_angle_gamma                90
_cell_volume                     3729.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9867
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      27.52

_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.841
_exptl_crystal_F_000             2044
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.273
_exptl_crystal_size_mid          0.175
_exptl_crystal_size_min          0.105
_exptl_absorpt_coefficient_mu    2.032
_shelx_estimated_absorpt_T_min   0.607
_shelx_estimated_absorpt_T_max   0.815
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6637
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'sadabs v2014/4'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            46378
_diffrn_reflns_av_unetI/netI     0.0423
_diffrn_reflns_av_R_equivalents  0.0432
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -46
_diffrn_reflns_limit_l_max       45
_diffrn_reflns_theta_min         1.145
_diffrn_reflns_theta_max         27.671
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             8625
_reflns_number_gt                6856
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT-2013 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
  
All  H atoms were positioned geometrically and refined using a 
riding model with C---H = 0.95--0.99 Å and with Uiso(H) 
= 1.2 (1.5 for methyl groups) times Ueq(C). 
  
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0220P)²+3.2089P] 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         8625
_refine_ls_number_parameters     489
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0302
_refine_ls_wR_factor_ref         0.0625
_refine_ls_wR_factor_gt          0.0582
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.020
_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
Sb1 Sb 0.79231(2) 0.84176(2) 0.43998(2) 0.02109(6) Uani 1 1 d . . . . .
F1 F 0.66877(18) 0.91490(19) 0.47349(5) 0.0372(5) Uani 1 1 d . . . . .
F2 F 0.7437(2) 0.9551(2) 0.40328(5) 0.0455(6) Uani 1 1 d . . . . .
F3 F 0.9140(2) 0.76851(18) 0.40611(6) 0.0434(5) Uani 1 1 d . . . . .
F4 F 0.8410(3) 0.7286(2) 0.47666(6) 0.0601(7) Uani 1 1 d . . . . .
F5 F 0.9334(2) 0.9441(2) 0.45720(6) 0.0439(6) Uani 1 1 d . . . . .
F6 F 0.6475(3) 0.7422(3) 0.42298(7) 0.0809(10) Uani 1 1 d . . . . .
Sb2 Sb 0.55650(17) -0.04064(16) 0.24825(5) 0.0165(5) Uani 0.75(3) 1 d . . P A 1
Sb2' Sb 0.5565(6) -0.0305(10) 0.2461(2) 0.0416(17) Uani 0.25(3) 1 d . . P A 2
F7 F 0.49872(18) 0.11435(16) 0.26417(5) 0.0283(4) Uani 1 1 d . . . . .
F8 F 0.74247(18) 0.01638(17) 0.24818(5) 0.0300(4) Uani 1 1 d . . . . .
F9 F 0.6168(2) -0.19349(18) 0.23298(6) 0.0442(6) Uani 1 1 d . . . . .
F10 F 0.37032(18) -0.09167(18) 0.24641(6) 0.0427(6) Uani 1 1 d . . . . .
F11 F 0.5780(2) -0.08605(18) 0.29788(5) 0.0370(5) Uani 1 1 d . . . . .
F12 F 0.5377(2) 0.0055(2) 0.19782(5) 0.0453(6) Uani 1 1 d . . . . .
Ni1 Ni 0.36903(3) 0.26544(3) 0.37873(2) 0.01243(8) Uani 1 1 d . . . . .
O1 O 0.7248(2) 0.37259(19) 0.51295(6) 0.0225(5) Uani 1 1 d . . . . .
N1 N 0.1980(2) 0.3280(2) 0.39855(6) 0.0134(5) Uani 1 1 d . . . . .
N2 N 0.3937(2) 0.4639(2) 0.36713(6) 0.0136(5) Uani 1 1 d . . . . .
N3 N 0.3129(2) 0.1055(2) 0.41454(6) 0.0142(5) Uani 1 1 d . . . . .
N4 N 0.5462(2) 0.1984(2) 0.36042(6) 0.0155(5) Uani 1 1 d . . . . .
N5 N 0.2730(2) 0.2253(2) 0.32972(7) 0.0158(5) Uani 1 1 d . . . . .
C1 C 0.4636(3) 0.3067(3) 0.42398(7) 0.0131(6) Uani 1 1 d . . . . .
C2 C 0.5022(3) 0.2121(3) 0.44710(8) 0.0147(6) Uani 1 1 d . . . . .
C3 C 0.5899(3) 0.2385(3) 0.47741(8) 0.0173(6) Uani 1 1 d . . . . .
H3 H 0.6192 0.1758 0.4941 0.021 Uiso 1 1 calc R U . . .
C4 C 0.6347(3) 0.3575(3) 0.48325(8) 0.0168(6) Uani 1 1 d . . . . .
C5 C 0.5886(3) 0.4523(3) 0.46033(8) 0.0157(6) Uani 1 1 d . . . . .
H5 H 0.6176 0.5334 0.4653 0.019 Uiso 1 1 calc R U . . .
C6 C 0.4988(3) 0.4262(3) 0.42980(7) 0.0130(6) Uani 1 1 d . . . . .
C7 C 0.4324(3) 0.5190(3) 0.40489(8) 0.0159(6) Uani 1 1 d . . . . .
H7A H 0.4983 0.5873 0.4013 0.019 Uiso 1 1 calc R U . . .
H7B H 0.3468 0.5512 0.4169 0.019 Uiso 1 1 calc R U . . .
C8 C 0.2456(3) 0.4975(3) 0.35783(8) 0.0160(6) Uani 1 1 d . . . . .
H8A H 0.2238 0.4761 0.3314 0.019 Uiso 1 1 calc R U . . .
H8B H 0.2329 0.5862 0.3608 0.019 Uiso 1 1 calc R U . . .
C9 C 0.1468(3) 0.4306(3) 0.38353(8) 0.0155(6) Uani 1 1 d . . . . .
C10 C 0.0124(3) 0.4677(3) 0.39130(8) 0.0186(6) Uani 1 1 d . . . . .
H10 H -0.0243 0.5407 0.3808 0.022 Uiso 1 1 calc R U . . .
C11 C -0.0681(3) 0.3965(3) 0.41467(8) 0.0214(7) Uani 1 1 d . . . . .
H11 H -0.1620 0.4195 0.4198 0.026 Uiso 1 1 calc R U . . .
C12 C -0.0124(3) 0.2915(3) 0.43062(8) 0.0196(6) Uani 1 1 d . . . . .
H12 H -0.0671 0.2428 0.4469 0.023 Uiso 1 1 calc R U . . .
C13 C 0.1240(3) 0.2595(3) 0.42238(8) 0.0148(6) Uani 1 1 d . . . . .
C14 C 0.2032(3) 0.1563(3) 0.43970(8) 0.0160(6) Uani 1 1 d . . . . .
H14A H 0.1362 0.0910 0.4462 0.019 Uiso 1 1 calc R U . . .
H14B H 0.2487 0.1844 0.4633 0.019 Uiso 1 1 calc R U . . .
C15 C 0.4448(3) 0.0881(3) 0.43741(8) 0.0155(6) Uani 1 1 d . . . . .
H15A H 0.5146 0.0417 0.4229 0.019 Uiso 1 1 calc R U . . .
H15B H 0.4243 0.0424 0.4607 0.019 Uiso 1 1 calc R U . . .
C16 C 0.4958(3) 0.5071(3) 0.33684(8) 0.0157(6) Uani 1 1 d . . . . .
C17 C 0.4754(3) 0.6420(3) 0.32818(9) 0.0214(7) Uani 1 1 d . . . . .
H17A H 0.3806 0.6553 0.3179 0.032 Uiso 1 1 calc R U . . .
H17B H 0.5448 0.6679 0.3097 0.032 Uiso 1 1 calc R U . . .
H17C H 0.4879 0.6893 0.3513 0.032 Uiso 1 1 calc R U . . .
C18 C 0.6457(3) 0.4880(3) 0.35128(8) 0.0180(6) Uani 1 1 d . . . . .
H18A H 0.6674 0.5480 0.3709 0.027 Uiso 1 1 calc R U . . .
H18B H 0.7112 0.4976 0.3305 0.027 Uiso 1 1 calc R U . . .
H18C H 0.6549 0.4060 0.3618 0.027 Uiso 1 1 calc R U . . .
C19 C 0.4725(3) 0.4337(3) 0.30109(8) 0.0177(6) Uani 1 1 d . . . . .
H19A H 0.4951 0.3482 0.3059 0.027 Uiso 1 1 calc R U . . .
H19B H 0.5333 0.4650 0.2813 0.027 Uiso 1 1 calc R U . . .
H19C H 0.3740 0.4406 0.2930 0.027 Uiso 1 1 calc R U . . .
C20 C 0.2651(3) -0.0127(3) 0.39628(8) 0.0174(6) Uani 1 1 d . . . . .
C21 C 0.3662(3) -0.0491(3) 0.36530(8) 0.0202(6) Uani 1 1 d . . . . .
H21A H 0.3728 0.0170 0.3470 0.030 Uiso 1 1 calc R U . . .
H21B H 0.3314 -0.1225 0.3527 0.030 Uiso 1 1 calc R U . . .
H21C H 0.4593 -0.0650 0.3763 0.030 Uiso 1 1 calc R U . . .
C22 C 0.2605(3) -0.1166(3) 0.42488(9) 0.0227(7) Uani 1 1 d . . . . .
H22A H 0.3565 -0.1389 0.4324 0.034 Uiso 1 1 calc R U . . .
H22B H 0.2134 -0.1870 0.4135 0.034 Uiso 1 1 calc R U . . .
H22C H 0.2086 -0.0903 0.4470 0.034 Uiso 1 1 calc R U . . .
C23 C 0.1186(3) 0.0064(3) 0.37919(8) 0.0188(6) Uani 1 1 d . . . . .
H23A H 0.0508 0.0182 0.3994 0.028 Uiso 1 1 calc R U . . .
H23B H 0.0918 -0.0651 0.3643 0.028 Uiso 1 1 calc R U . . .
H23C H 0.1191 0.0782 0.3629 0.028 Uiso 1 1 calc R U . . .
C24 C 0.7990(3) 0.4843(3) 0.51526(9) 0.0237(7) Uani 1 1 d . . . . .
H24A H 0.8429 0.5014 0.4911 0.036 Uiso 1 1 calc R U . . .
H24B H 0.8717 0.4788 0.5350 0.036 Uiso 1 1 calc R U . . .
H24C H 0.7334 0.5499 0.5213 0.036 Uiso 1 1 calc R U . . .
C25 C 0.6511(3) 0.1656(2) 0.34967(8) 0.0157(6) Uani 1 1 d . . . . .
C26 C 0.7868(3) 0.1297(3) 0.33555(9) 0.0241(7) Uani 1 1 d . . . . .
H26A H 0.7805 0.1195 0.3082 0.036 Uiso 1 1 calc R U . . .
H26B H 0.8155 0.0528 0.3472 0.036 Uiso 1 1 calc R U . . .
H26C H 0.8563 0.1926 0.3417 0.036 Uiso 1 1 calc R U . . .
C27 C 0.2281(3) 0.1897(3) 0.30225(8) 0.0166(6) Uani 1 1 d . . . . .
C28 C 0.1708(3) 0.1385(3) 0.26784(8) 0.0258(7) Uani 1 1 d . . . . .
H28A H 0.2171 0.1754 0.2462 0.039 Uiso 1 1 calc R U . . .
H28B H 0.0697 0.1547 0.2663 0.039 Uiso 1 1 calc R U . . .
H28C H 0.1869 0.0506 0.2677 0.039 Uiso 1 1 calc R U . . .
N6 N 0.3613(4) 0.2687(4) 0.19279(11) 0.0637(11) Uani 1 1 d . . . . .
C29 C 0.4798(4) 0.2753(3) 0.19299(11) 0.0385(9) Uani 1 1 d . . . . .
C30 C 0.6321(4) 0.2825(4) 0.19260(13) 0.0517(11) Uani 1 1 d . . . . .
H30A H 0.6720 0.2115 0.2055 0.078 Uiso 1 1 calc R U . . .
H30B H 0.6629 0.3566 0.2055 0.078 Uiso 1 1 calc R U . . .
H30C H 0.6641 0.2841 0.1666 0.078 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sb1 F5 1.8506(19) . ?
Sb1 F6 1.856(2) . ?
Sb1 F4 1.859(2) . ?
Sb1 F2 1.8607(19) . ?
Sb1 F3 1.8667(19) . ?
Sb1 F1 1.8690(18) . ?
Sb2 F11 1.844(2) . ?
Sb2 F10 1.859(2) . ?
Sb2 F9 1.862(3) . ?
Sb2 F12 1.871(3) . ?
Sb2 F8 1.878(2) . ?
Sb2 F7 1.883(2) . ?
Sb2' F12 1.771(10) . ?
Sb2' F7 1.808(8) . ?
Sb2' F8 1.844(7) . ?
Sb2' F10 1.896(7) . ?
Sb2' F9 1.943(9) . ?
Sb2' F11 1.949(11) . ?
Ni1 C1 1.889(3) . ?
Ni1 N1 1.912(2) . ?
Ni1 N4 1.961(2) . ?
Ni1 N5 2.007(2) . ?
Ni1 N2 2.237(2) . ?
Ni1 N3 2.243(2) . ?
O1 C4 1.362(3) . ?
O1 C24 1.420(3) . ?
N1 C9 1.339(4) . ?
N1 C13 1.342(3) . ?
N2 C8 1.491(3) . ?
N2 C7 1.515(3) . ?
N2 C16 1.537(3) . ?
N3 C14 1.494(3) . ?
N3 C15 1.499(3) . ?
N3 C20 1.522(4) . ?
N4 C25 1.133(3) . ?
N5 C27 1.131(4) . ?
C1 C6 1.372(4) . ?
C1 C2 1.374(4) . ?
C2 C3 1.385(4) . ?
C2 C15 1.508(4) . ?
C3 C4 1.393(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.392(4) . ?
C5 C6 1.403(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.488(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.512(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.375(4) . ?
C10 C11 1.383(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.389(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.381(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.492(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C19 1.521(4) . ?
C16 C18 1.524(4) . ?
C16 C17 1.529(4) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.527(4) . ?
C20 C23 1.528(4) . ?
C20 C22 1.532(4) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.448(4) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C28 1.448(4) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
N6 C29 1.131(4) . ?
C29 C30 1.452(5) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?

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
F5 Sb1 F6 178.53(12) . . ?
F5 Sb1 F4 90.18(11) . . ?
F6 Sb1 F4 90.55(13) . . ?
F5 Sb1 F2 89.78(10) . . ?
F6 Sb1 F2 89.49(12) . . ?
F4 Sb1 F2 179.96(14) . . ?
F5 Sb1 F3 91.30(9) . . ?
F6 Sb1 F3 89.97(11) . . ?
F4 Sb1 F3 90.73(9) . . ?
F2 Sb1 F3 89.27(9) . . ?
F5 Sb1 F1 89.23(9) . . ?
F6 Sb1 F1 89.50(11) . . ?
F4 Sb1 F1 89.65(9) . . ?
F2 Sb1 F1 90.35(8) . . ?
F3 Sb1 F1 179.35(9) . . ?
F11 Sb2 F10 92.55(12) . . ?
F11 Sb2 F9 90.23(12) . . ?
F10 Sb2 F9 90.80(12) . . ?
F11 Sb2 F12 179.13(13) . . ?
F10 Sb2 F12 88.29(12) . . ?
F9 Sb2 F12 89.51(12) . . ?
F11 Sb2 F8 90.01(11) . . ?
F10 Sb2 F8 177.16(13) . . ?
F9 Sb2 F8 90.43(11) . . ?
F12 Sb2 F8 89.16(11) . . ?
F11 Sb2 F7 89.22(11) . . ?
F10 Sb2 F7 90.12(10) . . ?
F9 Sb2 F7 178.94(14) . . ?
F12 Sb2 F7 91.03(11) . . ?
F8 Sb2 F7 88.67(11) . . ?
F12 Sb2' F7 96.9(6) . . ?
F12 Sb2' F8 93.4(5) . . ?
F7 Sb2' F8 92.0(4) . . ?
F12 Sb2' F10 90.2(3) . . ?
F7 Sb2' F10 91.3(3) . . ?
F8 Sb2' F10 174.8(8) . . ?
F12 Sb2' F9 90.0(3) . . ?
F7 Sb2' F9 173.0(7) . . ?
F8 Sb2' F9 89.0(3) . . ?
F10 Sb2' F9 87.3(4) . . ?
F12 Sb2' F11 174.7(6) . . ?
F7 Sb2' F11 88.2(3) . . ?
F8 Sb2' F11 87.9(3) . . ?
F10 Sb2' F11 88.2(4) . . ?
F9 Sb2' F11 84.9(5) . . ?
C1 Ni1 N1 89.82(10) . . ?
C1 Ni1 N4 88.39(10) . . ?
N1 Ni1 N4 177.65(10) . . ?
C1 Ni1 N5 178.08(11) . . ?
N1 Ni1 N5 91.14(9) . . ?
N4 Ni1 N5 90.69(9) . . ?
C1 Ni1 N2 82.66(10) . . ?
N1 Ni1 N2 78.95(9) . . ?
N4 Ni1 N2 102.32(9) . . ?
N5 Ni1 N2 95.89(9) . . ?
C1 Ni1 N3 79.56(10) . . ?
N1 Ni1 N3 82.09(9) . . ?
N4 Ni1 N3 96.09(9) . . ?
N5 Ni1 N3 102.22(9) . . ?
N2 Ni1 N3 153.95(8) . . ?
C4 O1 C24 117.2(2) . . ?
C9 N1 C13 122.4(2) . . ?
C9 N1 Ni1 117.61(18) . . ?
C13 N1 Ni1 119.22(18) . . ?
C8 N2 C7 108.4(2) . . ?
C8 N2 C16 111.9(2) . . ?
C7 N2 C16 110.5(2) . . ?
C8 N2 Ni1 100.45(16) . . ?
C7 N2 Ni1 104.60(16) . . ?
C16 N2 Ni1 120.04(16) . . ?
C14 N3 C15 108.0(2) . . ?
C14 N3 C20 111.6(2) . . ?
C15 N3 C20 111.5(2) . . ?
C14 N3 Ni1 102.74(16) . . ?
C15 N3 Ni1 101.79(15) . . ?
C20 N3 Ni1 120.07(17) . . ?
C25 N4 Ni1 176.5(2) . . ?
C27 N5 Ni1 171.5(2) . . ?
C6 C1 C2 125.0(3) . . ?
C6 C1 Ni1 118.1(2) . . ?
C2 C1 Ni1 116.6(2) . . ?
C1 C2 C3 117.4(3) . . ?
C1 C2 C15 117.1(2) . . ?
C3 C2 C15 125.4(3) . . ?
C2 C3 C4 119.5(3) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
O1 C4 C5 123.6(3) . . ?
O1 C4 C3 114.7(3) . . ?
C5 C4 C3 121.7(3) . . ?
C4 C5 C6 118.9(3) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
C1 C6 C5 117.3(3) . . ?
C1 C6 C7 117.9(2) . . ?
C5 C6 C7 124.7(3) . . ?
C6 C7 N2 110.5(2) . . ?
C6 C7 H7A 109.6 . . ?
N2 C7 H7A 109.6 . . ?
C6 C7 H7B 109.6 . . ?
N2 C7 H7B 109.6 . . ?
H7A C7 H7B 108.1 . . ?
N2 C8 C9 109.8(2) . . ?
N2 C8 H8A 109.7 . . ?
C9 C8 H8A 109.7 . . ?
N2 C8 H8B 109.7 . . ?
C9 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
N1 C9 C10 120.3(3) . . ?
N1 C9 C8 115.3(2) . . ?
C10 C9 C8 124.4(3) . . ?
C9 C10 C11 118.5(3) . . ?
C9 C10 H10 120.7 . . ?
C11 C10 H10 120.7 . . ?
C10 C11 C12 120.4(3) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C13 C12 C11 118.7(3) . . ?
C13 C12 H12 120.7 . . ?
C11 C12 H12 120.7 . . ?
N1 C13 C12 119.6(3) . . ?
N1 C13 C14 115.0(2) . . ?
C12 C13 C14 125.3(3) . . ?
C13 C14 N3 113.0(2) . . ?
C13 C14 H14A 109.0 . . ?
N3 C14 H14A 109.0 . . ?
C13 C14 H14B 109.0 . . ?
N3 C14 H14B 109.0 . . ?
H14A C14 H14B 107.8 . . ?
N3 C15 C2 107.8(2) . . ?
N3 C15 H15A 110.1 . . ?
C2 C15 H15A 110.1 . . ?
N3 C15 H15B 110.1 . . ?
C2 C15 H15B 110.1 . . ?
H15A C15 H15B 108.5 . . ?
C19 C16 C18 109.5(2) . . ?
C19 C16 C17 109.3(2) . . ?
C18 C16 C17 108.5(2) . . ?
C19 C16 N2 109.6(2) . . ?
C18 C16 N2 108.6(2) . . ?
C17 C16 N2 111.2(2) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N3 C20 C21 110.2(2) . . ?
N3 C20 C23 108.6(2) . . ?
C21 C20 C23 109.3(2) . . ?
N3 C20 C22 111.5(2) . . ?
C21 C20 C22 108.0(2) . . ?
C23 C20 C22 109.4(2) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O1 C24 H24A 109.5 . . ?
O1 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O1 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N4 C25 C26 177.2(3) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N5 C27 C28 177.3(3) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N6 C29 C30 178.9(5) . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 Ni1 C1 C6 -77.4(2) . . . . ?
N4 Ni1 C1 C6 104.1(2) . . . . ?
N2 Ni1 C1 C6 1.5(2) . . . . ?
N3 Ni1 C1 C6 -159.4(2) . . . . ?
N1 Ni1 C1 C2 108.0(2) . . . . ?
N4 Ni1 C1 C2 -70.5(2) . . . . ?
N2 Ni1 C1 C2 -173.2(2) . . . . ?
N3 Ni1 C1 C2 25.97(19) . . . . ?
C6 C1 C2 C3 -3.9(4) . . . . ?
Ni1 C1 C2 C3 170.4(2) . . . . ?
C6 C1 C2 C15 175.9(3) . . . . ?
Ni1 C1 C2 C15 -9.9(3) . . . . ?
C1 C2 C3 C4 0.1(4) . . . . ?
C15 C2 C3 C4 -179.6(3) . . . . ?
C24 O1 C4 C5 -14.6(4) . . . . ?
C24 O1 C4 C3 165.9(2) . . . . ?
C2 C3 C4 O1 -177.6(2) . . . . ?
C2 C3 C4 C5 2.9(4) . . . . ?
O1 C4 C5 C6 178.2(2) . . . . ?
C3 C4 C5 C6 -2.3(4) . . . . ?
C2 C1 C6 C5 4.4(4) . . . . ?
Ni1 C1 C6 C5 -169.71(19) . . . . ?
C2 C1 C6 C7 -171.9(2) . . . . ?
Ni1 C1 C6 C7 14.0(3) . . . . ?
C4 C5 C6 C1 -1.2(4) . . . . ?
C4 C5 C6 C7 174.8(2) . . . . ?
C1 C6 C7 N2 -27.2(3) . . . . ?
C5 C6 C7 N2 156.8(2) . . . . ?
C8 N2 C7 C6 131.2(2) . . . . ?
C16 N2 C7 C6 -105.9(2) . . . . ?
Ni1 N2 C7 C6 24.7(2) . . . . ?
C7 N2 C8 C9 -70.1(3) . . . . ?
C16 N2 C8 C9 167.8(2) . . . . ?
Ni1 N2 C8 C9 39.2(2) . . . . ?
C13 N1 C9 C10 -2.1(4) . . . . ?
Ni1 N1 C9 C10 167.6(2) . . . . ?
C13 N1 C9 C8 178.9(2) . . . . ?
Ni1 N1 C9 C8 -11.4(3) . . . . ?
N2 C8 C9 N1 -23.5(3) . . . . ?
N2 C8 C9 C10 157.6(3) . . . . ?
N1 C9 C10 C11 -0.3(4) . . . . ?
C8 C9 C10 C11 178.5(3) . . . . ?
C9 C10 C11 C12 1.6(4) . . . . ?
C10 C11 C12 C13 -0.6(4) . . . . ?
C9 N1 C13 C12 3.2(4) . . . . ?
Ni1 N1 C13 C12 -166.3(2) . . . . ?
C9 N1 C13 C14 -173.3(2) . . . . ?
Ni1 N1 C13 C14 17.1(3) . . . . ?
C11 C12 C13 N1 -1.8(4) . . . . ?
C11 C12 C13 C14 174.3(3) . . . . ?
N1 C13 C14 N3 -31.5(3) . . . . ?
C12 C13 C14 N3 152.2(3) . . . . ?
C15 N3 C14 C13 134.6(2) . . . . ?
C20 N3 C14 C13 -102.4(3) . . . . ?
Ni1 N3 C14 C13 27.6(2) . . . . ?
C14 N3 C15 C2 -69.5(3) . . . . ?
C20 N3 C15 C2 167.5(2) . . . . ?
Ni1 N3 C15 C2 38.3(2) . . . . ?
C1 C2 C15 N3 -23.6(3) . . . . ?
C3 C2 C15 N3 156.1(3) . . . . ?
C8 N2 C16 C19 -69.5(3) . . . . ?
C7 N2 C16 C19 169.6(2) . . . . ?
Ni1 N2 C16 C19 47.8(3) . . . . ?
C8 N2 C16 C18 170.9(2) . . . . ?
C7 N2 C16 C18 50.0(3) . . . . ?
Ni1 N2 C16 C18 -71.8(2) . . . . ?
C8 N2 C16 C17 51.6(3) . . . . ?
C7 N2 C16 C17 -69.3(3) . . . . ?
Ni1 N2 C16 C17 168.86(18) . . . . ?
C14 N3 C20 C21 169.1(2) . . . . ?
C15 N3 C20 C21 -70.0(3) . . . . ?
Ni1 N3 C20 C21 48.8(3) . . . . ?
C14 N3 C20 C23 49.5(3) . . . . ?
C15 N3 C20 C23 170.4(2) . . . . ?
Ni1 N3 C20 C23 -70.8(2) . . . . ?
C14 N3 C20 C22 -71.1(3) . . . . ?
C15 N3 C20 C22 49.9(3) . . . . ?
Ni1 N3 C20 C22 168.65(17) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
#C14 H14B F1  0.99 2.61 3.397(3) 136.3 3_666 
# C15 H15B F1  0.99 2.56 3.365(3) 138.3 3_666 
# C17 H17A N6  0.98 2.64 3.565(5) 157.0 2 
# C18 H18B F12  0.98 2.61 3.510(3) 153.1 2_655 
# C19 H19A N5  0.98 2.66 3.157(4) 111.8 . 
# C26 H26A F9  0.98 2.72 3.262(4) 115.5 2_655 
# C30 H30A F12  0.98 2.62 3.185(5) 117.1 . 
# C30 H30B F8  0.98 2.56 3.525(5) 166.6 2_655 
C7 H7A F6 0.99 2.34 3.258(4) 153.2 .
C14 H14A F5 0.99 2.55 3.534(3) 170.6 1_445
C14 H14B F4 0.99 2.50 3.268(3) 134.0 3_666
C15 H15A F2 0.99 2.49 3.436(3) 160.2 1_545
C18 H18C N4 0.98 2.51 3.343(4) 142.9 .
C19 H19A N4 0.98 2.59 3.409(4) 141.6 .
C19 H19B F8 0.98 2.46 3.376(3) 155.9 2_655
C21 H21A N4 0.98 2.63 3.225(4) 119.3 .
C21 H21A N5 0.98 2.55 3.389(4) 143.1 .
C23 H23A F5 0.98 2.49 3.380(4) 150.2 1_445
C23 H23C N5 0.98 2.49 3.338(4) 144.3 .
C24 H24A F4 0.98 2.55 3.048(4) 111.2 .
C26 H26A F8 0.98 2.44 3.371(4) 158.1 .
C26 H26B F2 0.98 2.38 3.115(4) 131.7 1_545
C28 H28A N6 0.98 2.57 3.551(5) 174.5 .
C28 H28B F9 0.98 2.44 3.304(4) 147.1 2
C28 H28C F10 0.98 2.47 3.263(4) 137.6 .
C30 H30B F11 0.98 2.55 3.131(4) 117.9 2_655

_refine_diff_density_max         0.721
_refine_diff_density_min         -0.933
_refine_diff_density_rms         0.099

_shelxl_version_number           2014/6

