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

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

data_Compound5
_database_code_depnum_ccdc_archive 'CCDC 1062817'
_audit_update_record             
;
2015-06-02 deposited with the CCDC.
2015-06-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H22 F16 N4 Ni2 O'
_chemical_formula_weight         863.92

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'

_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                   10.262(3)
_cell_length_b                   11.987(4)
_cell_length_c                   13.409(4)
_cell_angle_alpha                98.828(8)
_cell_angle_beta                 104.504(8)
_cell_angle_gamma                98.746(8)
_cell_volume                     1546.3(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    9909
_cell_measurement_theta_min      2.912
_cell_measurement_theta_max      29.445

_exptl_crystal_description       platelet
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.856
_exptl_crystal_F_000             864
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.348
_shelx_estimated_absorpt_T_min   0.756
_shelx_estimated_absorpt_T_max   0.936
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.7560
_exptl_absorpt_correction_T_max  0.9360
_exptl_absorpt_process_details   Bruker

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Quest CMOS Diffratometer'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24925
_diffrn_reflns_av_unetI/netI     0.0521
_diffrn_reflns_av_R_equivalents  0.0564
_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       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.052
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             6290
_reflns_number_gt                5156
_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 software'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker Apex2 software'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 The DELU restraint was used on all non-hydrogen atoms.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0001P)²+54.2033P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6290
_refine_ls_number_parameters     472
_refine_ls_number_restraints     156
_refine_ls_R_factor_all          0.1114
_refine_ls_R_factor_gt           0.0961
_refine_ls_wR_factor_ref         0.2787
_refine_ls_wR_factor_gt          0.2744
_refine_ls_goodness_of_fit_ref   1.182
_refine_ls_restrained_S_all      1.169
_refine_ls_shift/su_max          0.003
_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 0.70664(13) 0.86640(11) 0.80900(10) 0.0147(3) Uani 1 1 d . U . . .
Ni2 Ni 0.64058(13) 0.56827(11) 0.74866(10) 0.0172(3) Uani 1 1 d . U . . .
O1 O 1.1050(14) 1.2708(14) 0.5823(12) 0.086(4) Uani 1 1 d . U . . .
N1 N 0.9013(8) 0.8600(7) 0.8343(7) 0.0169(16) Uani 1 1 d . U . . .
N2 N 0.7213(9) 0.7785(7) 0.9240(7) 0.0160(16) Uani 1 1 d . U . . .
N3 N 0.4833(8) 0.6087(7) 0.7927(7) 0.0178(16) Uani 1 1 d . U . . .
N4 N 0.6061(10) 0.6456(8) 0.6325(7) 0.0257(19) Uani 1 1 d . U . . .
F1 F 0.5129(6) 0.9254(6) 0.9093(5) 0.0262(14) Uani 1 1 d . U . . .
F2 F 0.4181(6) 0.8280(5) 0.7493(5) 0.0239(13) Uani 1 1 d . U . . .
F3 F 0.6039(7) 1.1096(6) 0.8458(5) 0.0301(15) Uani 1 1 d . U . . .
F4 F 0.3909(6) 1.0392(6) 0.7474(5) 0.0283(15) Uani 1 1 d . U . . .
F5 F 0.5952(8) 1.1087(6) 0.6413(6) 0.0375(17) Uani 1 1 d . U . . .
F6 F 0.4860(7) 0.9303(6) 0.5961(5) 0.0318(15) Uani 1 1 d . U . . .
F7 F 0.7370(7) 0.9147(6) 0.6179(5) 0.0296(15) Uani 1 1 d . U . . .
F8 F 0.8150(6) 1.0602(5) 0.7501(5) 0.0257(14) Uani 1 1 d . U . . .
F9 F 0.6379(9) 0.4929(6) 0.9374(5) 0.0380(18) Uani 1 1 d . U . . .
F10 F 0.5713(7) 0.3601(6) 0.7962(6) 0.0325(15) Uani 1 1 d . U . . .
F11 F 0.8947(8) 0.5297(7) 0.9287(7) 0.048(2) Uani 1 1 d . U . . .
F12 F 0.8219(8) 0.3449(6) 0.9085(6) 0.0410(18) Uani 1 1 d . U . . .
F13 F 0.7724(8) 0.3205(6) 0.7003(7) 0.0400(18) Uani 1 1 d . U . . .
F14 F 0.9755(7) 0.4221(6) 0.7766(8) 0.049(2) Uani 1 1 d . U . . .
F15 F 0.7714(9) 0.4850(7) 0.6012(6) 0.0456(19) Uani 1 1 d . U . . .
F16 F 0.9042(7) 0.6111(6) 0.7381(7) 0.0414(19) Uani 1 1 d . U . . .
C1 C 0.5334(10) 0.9076(9) 0.8097(8) 0.0196(19) Uani 1 1 d . U . . .
C2 C 0.5218(10) 1.0186(9) 0.7699(9) 0.0222(19) Uani 1 1 d . U . . .
C3 C 0.5788(12) 1.0104(9) 0.6770(9) 0.0237(19) Uani 1 1 d . U . . .
C4 C 0.7102(11) 0.9638(9) 0.7093(8) 0.0200(19) Uani 1 1 d . U . . .
C5 C 0.9877(11) 0.8872(9) 0.7773(9) 0.024(2) Uani 1 1 d . U . . .
H5A H 0.9510 0.8926 0.7061 0.029 Uiso 1 1 calc R U . . .
C6 C 1.1290(11) 0.9077(9) 0.8196(9) 0.025(2) Uani 1 1 d . U . . .
H6A H 1.1878 0.9258 0.7772 0.029 Uiso 1 1 calc R U . . .
C7 C 1.1832(12) 0.9020(10) 0.9210(10) 0.027(2) Uani 1 1 d . U . . .
H7A H 1.2799 0.9193 0.9509 0.032 Uiso 1 1 calc R U . . .
C8 C 1.0972(11) 0.8707(10) 0.9813(9) 0.025(2) Uani 1 1 d . U . . .
H8A H 1.1336 0.8642 1.0521 0.030 Uiso 1 1 calc R U . . .
C9 C 0.9560(10) 0.8491(8) 0.9349(8) 0.0158(18) Uani 1 1 d . U . . .
C10 C 0.8539(10) 0.8068(8) 0.9883(8) 0.0183(19) Uani 1 1 d . U . . .
C11 C 0.8872(11) 0.7917(10) 1.0903(9) 0.024(2) Uani 1 1 d . U . . .
H11A H 0.9797 0.8127 1.1329 0.029 Uiso 1 1 calc R U . . .
C12 C 0.7840(12) 0.7454(10) 1.1298(9) 0.029(2) Uani 1 1 d . U . . .
H12A H 0.8037 0.7378 1.2013 0.035 Uiso 1 1 calc R U . . .
C13 C 0.6515(12) 0.7101(10) 1.0640(9) 0.026(2) Uani 1 1 d . U . . .
H13A H 0.5802 0.6760 1.0899 0.032 Uiso 1 1 calc R U . . .
C14 C 0.6220(10) 0.7245(8) 0.9598(8) 0.0161(18) Uani 1 1 d . U . . .
C15 C 0.4871(10) 0.6724(8) 0.8880(8) 0.0172(18) Uani 1 1 d . U . . .
C16 C 0.3696(11) 0.6813(10) 0.9171(9) 0.026(2) Uani 1 1 d . U . . .
H16A H 0.3750 0.7247 0.9840 0.031 Uiso 1 1 calc R U . . .
C17 C 0.2421(11) 0.6264(10) 0.8481(10) 0.027(2) Uani 1 1 d . U . . .
H17A H 0.1597 0.6309 0.8673 0.032 Uiso 1 1 calc R U . . .
C18 C 0.2389(11) 0.5661(11) 0.7521(10) 0.030(2) Uani 1 1 d . U . . .
H18A H 0.1538 0.5290 0.7024 0.035 Uiso 1 1 calc R U . . .
C19 C 0.3608(11) 0.5601(10) 0.7287(9) 0.026(2) Uani 1 1 d . U . . .
H19A H 0.3566 0.5179 0.6615 0.031 Uiso 1 1 calc R U . . .
C20 C 0.6632(12) 0.4633(10) 0.8410(9) 0.024(2) Uani 1 1 d . U . . .
C21 C 0.8067(12) 0.4372(10) 0.8641(10) 0.030(2) Uani 1 1 d . U . . .
C22 C 0.8399(12) 0.4236(10) 0.7595(11) 0.030(2) Uani 1 1 d . U . . .
C23 C 0.7914(12) 0.5202(9) 0.7071(10) 0.025(2) Uani 1 1 d . U . . .
C24 C 0.5872(13) 0.6755(10) 0.5558(9) 0.028(2) Uani 1 1 d . U . . .
C25 C 0.5677(17) 0.7082(13) 0.4543(10) 0.045(4) Uani 1 1 d . U . . .
H25C H 0.6554 0.7190 0.4369 0.054 Uiso 1 1 calc R U . . .
H25A H 0.5335 0.7803 0.4567 0.03(4) Uiso 1 1 calc R . . . .
H25B H 0.5009 0.6474 0.4005 0.15(11) Uiso 1 1 calc R . . . .
C26 C 1.034(3) 1.320(2) 0.5050(18) 0.117(10) Uani 1 1 d . U . . .
H26A H 1.0791 1.3182 0.4475 0.141 Uiso 1 1 calc R U . . .
H26B H 1.0375 1.4019 0.5344 0.141 Uiso 1 1 calc R U . . .
C27 C 0.891(2) 1.2592(19) 0.4631(15) 0.079(5) Uani 1 1 d . U . . .
H27A H 0.8300 1.3016 0.4936 0.095 Uiso 1 1 calc R U . . .
H27B H 0.8606 1.2496 0.3856 0.095 Uiso 1 1 calc R U . . .
C28 C 0.890(2) 1.148(2) 0.4938(18) 0.085(6) Uani 1 1 d . U . . .
H28A H 0.8928 1.0881 0.4350 0.102 Uiso 1 1 calc R U . . .
H28B H 0.8072 1.1238 0.5164 0.102 Uiso 1 1 calc R U . . .
C29 C 1.018(3) 1.1683(17) 0.5837(19) 0.106(10) Uani 1 1 d . U . . .
H29A H 0.9941 1.1750 0.6511 0.128 Uiso 1 1 calc R U . . .
H29B H 1.0655 1.1027 0.5768 0.128 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
Ni1 C4 1.909(10) . ?
Ni1 C1 1.918(10) . ?
Ni1 N1 1.956(8) . ?
Ni1 N2 1.985(9) . ?
Ni2 C20 1.895(11) . ?
Ni2 C23 1.908(11) . ?
Ni2 N4 1.918(10) . ?
Ni2 N3 1.953(9) . ?
O1 C26 1.38(3) . ?
O1 C29 1.41(3) . ?
N1 C5 1.344(13) . ?
N1 C9 1.360(13) . ?
N2 C14 1.352(13) . ?
N2 C10 1.376(13) . ?
N3 C19 1.319(14) . ?
N3 C15 1.372(14) . ?
N4 C24 1.122(15) . ?
F1 C1 1.393(12) . ?
F2 C1 1.381(12) . ?
F3 C2 1.373(13) . ?
F4 C2 1.370(12) . ?
F5 C3 1.342(12) . ?
F6 C3 1.375(13) . ?
F7 C4 1.386(12) . ?
F8 C4 1.387(12) . ?
F9 C20 1.385(13) . ?
F10 C20 1.383(13) . ?
F11 C21 1.343(14) . ?
F12 C21 1.345(13) . ?
F13 C22 1.341(14) . ?
F14 C22 1.356(13) . ?
F15 C23 1.372(14) . ?
F16 C23 1.392(13) . ?
C1 C2 1.518(14) . ?
C2 C3 1.499(16) . ?
C3 C4 1.525(15) . ?
C5 C6 1.386(16) . ?
C6 C7 1.350(17) . ?
C7 C8 1.387(16) . ?
C8 C9 1.392(14) . ?
C9 C10 1.481(14) . ?
C10 C11 1.371(15) . ?
C11 C12 1.380(16) . ?
C12 C13 1.385(16) . ?
C13 C14 1.397(15) . ?
C14 C15 1.455(14) . ?
C15 C16 1.371(15) . ?
C16 C17 1.395(16) . ?
C17 C18 1.366(17) . ?
C18 C19 1.374(16) . ?
C20 C21 1.519(16) . ?
C21 C22 1.516(18) . ?
C22 C23 1.527(16) . ?
C24 C25 1.448(17) . ?
C26 C27 1.47(3) . ?
C27 C28 1.45(3) . ?
C28 C29 1.50(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
C4 Ni1 C1 85.0(5) . . ?
C4 Ni1 N1 93.6(4) . . ?
C1 Ni1 N1 165.7(4) . . ?
C4 Ni1 N2 173.3(4) . . ?
C1 Ni1 N2 97.5(4) . . ?
N1 Ni1 N2 82.4(4) . . ?
C20 Ni2 C23 85.8(5) . . ?
C20 Ni2 N4 167.9(5) . . ?
C23 Ni2 N4 89.5(5) . . ?
C20 Ni2 N3 91.4(4) . . ?
C23 Ni2 N3 176.7(4) . . ?
N4 Ni2 N3 92.9(4) . . ?
C26 O1 C29 107.5(16) . . ?
C5 N1 C9 118.1(9) . . ?
C5 N1 Ni1 129.7(8) . . ?
C9 N1 Ni1 110.6(6) . . ?
C14 N2 C10 118.6(9) . . ?
C14 N2 Ni1 130.1(7) . . ?
C10 N2 Ni1 109.0(6) . . ?
C19 N3 C15 116.7(9) . . ?
C19 N3 Ni2 116.4(8) . . ?
C15 N3 Ni2 126.5(7) . . ?
C24 N4 Ni2 169.4(10) . . ?
F2 C1 F1 103.6(8) . . ?
F2 C1 C2 105.8(8) . . ?
F1 C1 C2 106.5(9) . . ?
F2 C1 Ni1 116.0(7) . . ?
F1 C1 Ni1 113.3(7) . . ?
C2 C1 Ni1 110.8(7) . . ?
F4 C2 F3 107.4(8) . . ?
F4 C2 C3 113.2(9) . . ?
F3 C2 C3 107.8(9) . . ?
F4 C2 C1 113.2(8) . . ?
F3 C2 C1 109.1(9) . . ?
C3 C2 C1 106.1(9) . . ?
F5 C3 F6 106.3(9) . . ?
F5 C3 C2 113.9(9) . . ?
F6 C3 C2 107.6(9) . . ?
F5 C3 C4 114.3(9) . . ?
F6 C3 C4 108.4(9) . . ?
C2 C3 C4 106.1(9) . . ?
F7 C4 F8 103.4(8) . . ?
F7 C4 C3 107.4(8) . . ?
F8 C4 C3 105.5(8) . . ?
F7 C4 Ni1 115.0(7) . . ?
F8 C4 Ni1 111.1(7) . . ?
C3 C4 Ni1 113.5(7) . . ?
N1 C5 C6 121.7(11) . . ?
C7 C6 C5 120.0(10) . . ?
C6 C7 C8 119.8(11) . . ?
C7 C8 C9 118.1(11) . . ?
N1 C9 C8 122.1(10) . . ?
N1 C9 C10 114.6(8) . . ?
C8 C9 C10 123.2(9) . . ?
C11 C10 N2 122.5(10) . . ?
C11 C10 C9 124.0(10) . . ?
N2 C10 C9 113.4(9) . . ?
C10 C11 C12 118.9(10) . . ?
C11 C12 C13 119.1(11) . . ?
C12 C13 C14 120.4(10) . . ?
N2 C14 C13 120.1(10) . . ?
N2 C14 C15 120.3(9) . . ?
C13 C14 C15 119.4(9) . . ?
C16 C15 N3 121.7(10) . . ?
C16 C15 C14 121.2(10) . . ?
N3 C15 C14 117.0(9) . . ?
C15 C16 C17 119.8(11) . . ?
C18 C17 C16 118.2(10) . . ?
C17 C18 C19 118.8(10) . . ?
N3 C19 C18 124.7(11) . . ?
F10 C20 F9 102.8(9) . . ?
F10 C20 C21 107.5(9) . . ?
F9 C20 C21 106.4(9) . . ?
F10 C20 Ni2 110.2(7) . . ?
F9 C20 Ni2 117.7(8) . . ?
C21 C20 Ni2 111.6(8) . . ?
F11 C21 F12 108.4(10) . . ?
F11 C21 C22 107.7(10) . . ?
F12 C21 C22 111.8(10) . . ?
F11 C21 C20 108.4(10) . . ?
F12 C21 C20 115.1(10) . . ?
C22 C21 C20 105.1(10) . . ?
F13 C22 F14 106.2(9) . . ?
F13 C22 C21 109.1(9) . . ?
F14 C22 C21 108.8(11) . . ?
F13 C22 C23 110.4(11) . . ?
F14 C22 C23 115.4(9) . . ?
C21 C22 C23 106.8(9) . . ?
F15 C23 F16 104.6(9) . . ?
F15 C23 C22 106.9(9) . . ?
F16 C23 C22 105.6(9) . . ?
F15 C23 Ni2 116.2(8) . . ?
F16 C23 Ni2 110.0(7) . . ?
C22 C23 Ni2 112.7(8) . . ?
N4 C24 C25 176.1(14) . . ?
O1 C26 C27 110.8(18) . . ?
C28 C27 C26 104.8(18) . . ?
C27 C28 C29 103.8(17) . . ?
O1 C29 C28 108.7(17) . . ?

_refine_diff_density_max         2.176
_refine_diff_density_min         -0.994
_refine_diff_density_rms         0.207

_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_Compound6
_database_code_depnum_ccdc_archive 'CCDC 1062818'
_audit_update_record             
;
2015-06-02 deposited with the CCDC.
2015-06-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H11 F8 N3 Ni'
_chemical_formula_weight         492.02

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      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                   10.2036(19)
_cell_length_b                   10.296(2)
_cell_length_c                   10.3028(19)
_cell_angle_alpha                62.689(4)
_cell_angle_beta                 67.126(4)
_cell_angle_gamma                75.991(4)
_cell_volume                     883.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    7052
_cell_measurement_theta_min      3.2355
_cell_measurement_theta_max      30.2

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.850
_exptl_crystal_F_000             492
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    1.192
_shelx_estimated_absorpt_T_min   0.771
_shelx_estimated_absorpt_T_max   0.860
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.7710
_exptl_absorpt_correction_T_max  0.8600
_exptl_absorpt_process_details   Bruker

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Quest CMOS Diffractometer'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9846
_diffrn_reflns_av_unetI/netI     0.0486
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.236
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             3556
_reflns_number_gt                2902
_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 software'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker Apex2 software'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 The DELU restraint was used on all non-hydrogen atoms.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0267P)²+2.4838P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3556
_refine_ls_number_parameters     324
_refine_ls_number_restraints     95
_refine_ls_R_factor_all          0.0693
_refine_ls_R_factor_gt           0.0514
_refine_ls_wR_factor_ref         0.1118
_refine_ls_wR_factor_gt          0.1037
_refine_ls_goodness_of_fit_ref   1.137
_refine_ls_restrained_S_all      1.121
_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 0.36193(5) 0.24200(5) 0.47799(6) 0.01740(15) Uani 1 1 d . U . . .
N1 N 0.5536(3) 0.2810(3) 0.4436(4) 0.0201(7) Uani 1 1 d . U . . .
N2 N 0.3861(3) 0.4174(3) 0.2806(4) 0.0189(7) Uani 1 1 d . U . . .
N3 N 0.1390(4) 0.4211(4) 0.1089(4) 0.0305(8) Uani 1 1 d . U . . .
F1 F 0.3765(2) 0.1221(3) 0.7718(3) 0.0279(5) Uani 1 1 d . U . . .
F2 F 0.4316(2) -0.0394(2) 0.6732(3) 0.0283(5) Uani 1 1 d . U . . .
F3 F 0.1561(2) -0.0229(3) 0.9197(3) 0.0298(6) Uani 1 1 d . U . . .
F4 F 0.1726(2) -0.0710(2) 0.7303(3) 0.0296(5) Uani 1 1 d . U . . .
F5 F 0.0897(2) 0.2634(2) 0.7662(3) 0.0269(5) Uani 1 1 d . U . . .
F6 F -0.0452(2) 0.1375(2) 0.7539(3) 0.0267(5) Uani 1 1 d . U . . .
F7 F 0.1179(2) 0.1591(3) 0.4788(3) 0.0312(6) Uani 1 1 d . U . . .
F8 F 0.0903(2) 0.3761(3) 0.4795(3) 0.0322(6) Uani 1 1 d . U . . .
C1 C 0.3419(4) 0.0846(4) 0.6753(4) 0.0191(8) Uani 1 1 d . U . . .
C2 C 0.1894(4) 0.0342(4) 0.7645(4) 0.0196(8) Uani 1 1 d . U . . .
C3 C 0.0920(4) 0.1703(4) 0.7062(4) 0.0205(8) Uani 1 1 d . U . . .
C4 C 0.1603(4) 0.2383(4) 0.5311(4) 0.0212(8) Uani 1 1 d . U . . .
C5 C 0.6544(4) 0.1947(5) 0.5056(5) 0.0237(8) Uani 1 1 d . U . . .
C6 C 0.7751(4) 0.2490(5) 0.4864(5) 0.0286(9) Uani 1 1 d . U . . .
C7 C 0.7934(4) 0.3951(5) 0.4048(5) 0.0293(10) Uani 1 1 d . U . . .
C8 C 0.6900(4) 0.4869(5) 0.3380(5) 0.0264(9) Uani 1 1 d . U . . .
C9 C 0.5734(4) 0.4256(4) 0.3578(4) 0.0198(8) Uani 1 1 d . U . . .
C10 C 0.4679(4) 0.5061(4) 0.2769(4) 0.0190(8) Uani 1 1 d . U . . .
C11 C 0.4587(4) 0.6562(4) 0.1940(5) 0.0231(8) Uani 1 1 d . U . . .
C12 C 0.3659(5) 0.7161(5) 0.1072(5) 0.0273(9) Uani 1 1 d . U . . .
C13 C 0.2952(4) 0.6246(4) 0.0982(5) 0.0256(9) Uani 1 1 d . U . . .
C14 C 0.3092(4) 0.4738(4) 0.1832(4) 0.0206(8) Uani 1 1 d . U . . .
C15 C 0.2525(4) 0.3698(4) 0.1596(4) 0.0207(8) Uani 1 1 d . U . . .
C16 C 0.3199(4) 0.2314(4) 0.1782(5) 0.0238(8) Uani 1 1 d . U . . .
C17 C 0.2686(5) 0.1417(5) 0.1451(5) 0.0295(9) Uani 1 1 d . U . . .
C18 C 0.1521(5) 0.1909(5) 0.0964(5) 0.0306(10) Uani 1 1 d . U . . .
C19 C 0.0924(5) 0.3305(5) 0.0789(6) 0.0336(10) Uani 1 1 d . U . . .
H11 H 0.512(4) 0.720(4) 0.195(4) 0.014(10) Uiso 1 1 d . . . . .
H13 H 0.249(4) 0.653(4) 0.038(5) 0.015(10) Uiso 1 1 d . . . . .
H18 H 0.115(5) 0.131(5) 0.072(5) 0.033(12) Uiso 1 1 d . . . . .
H5 H 0.637(4) 0.093(5) 0.558(5) 0.025(11) Uiso 1 1 d . . . . .
H19 H 0.020(4) 0.360(4) 0.047(5) 0.018(10) Uiso 1 1 d . . . . .
H8 H 0.698(5) 0.590(5) 0.284(5) 0.035(13) Uiso 1 1 d . . . . .
H16 H 0.401(5) 0.209(5) 0.206(5) 0.027(11) Uiso 1 1 d . . . . .
H6 H 0.834(5) 0.183(5) 0.526(6) 0.036(13) Uiso 1 1 d . . . . .
H12 H 0.364(5) 0.809(5) 0.053(5) 0.032(12) Uiso 1 1 d . . . . .
H7 H 0.868(6) 0.439(6) 0.396(6) 0.050(15) Uiso 1 1 d . . . . .
H17 H 0.318(5) 0.056(6) 0.148(6) 0.045(15) Uiso 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 C1 1.901(4) . ?
Ni1 C4 1.918(4) . ?
Ni1 N1 1.955(3) . ?
Ni1 N2 1.978(3) . ?
N1 C5 1.343(5) . ?
N1 C9 1.356(5) . ?
N2 C14 1.347(5) . ?
N2 C10 1.359(5) . ?
N3 C19 1.336(6) . ?
N3 C15 1.348(5) . ?
F1 C1 1.398(4) . ?
F2 C1 1.383(4) . ?
F3 C2 1.353(4) . ?
F4 C2 1.347(4) . ?
F5 C3 1.349(4) . ?
F6 C3 1.363(4) . ?
F7 C4 1.376(4) . ?
F8 C4 1.385(4) . ?
C1 C2 1.542(5) . ?
C2 C3 1.526(5) . ?
C3 C4 1.527(5) . ?
C5 C6 1.381(6) . ?
C6 C7 1.362(6) . ?
C7 C8 1.402(6) . ?
C8 C9 1.383(5) . ?
C9 C10 1.473(5) . ?
C10 C11 1.380(5) . ?
C11 C12 1.395(6) . ?
C12 C13 1.370(6) . ?
C13 C14 1.392(5) . ?
C14 C15 1.480(5) . ?
C15 C16 1.384(6) . ?
C16 C17 1.380(6) . ?
C17 C18 1.364(6) . ?
C18 C19 1.375(6) . ?

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 C4 85.42(16) . . ?
C1 Ni1 N1 95.33(14) . . ?
C4 Ni1 N1 166.44(15) . . ?
C1 Ni1 N2 174.57(15) . . ?
C4 Ni1 N2 96.40(14) . . ?
N1 Ni1 N2 81.70(13) . . ?
C5 N1 C9 118.2(3) . . ?
C5 N1 Ni1 130.8(3) . . ?
C9 N1 Ni1 110.4(2) . . ?
C14 N2 C10 119.0(3) . . ?
C14 N2 Ni1 130.7(3) . . ?
C10 N2 Ni1 107.4(2) . . ?
C19 N3 C15 116.5(4) . . ?
F2 C1 F1 103.5(3) . . ?
F2 C1 C2 106.6(3) . . ?
F1 C1 C2 105.5(3) . . ?
F2 C1 Ni1 114.6(3) . . ?
F1 C1 Ni1 111.8(2) . . ?
C2 C1 Ni1 114.0(2) . . ?
F4 C2 F3 106.4(3) . . ?
F4 C2 C3 109.5(3) . . ?
F3 C2 C3 111.8(3) . . ?
F4 C2 C1 110.1(3) . . ?
F3 C2 C1 114.1(3) . . ?
C3 C2 C1 105.0(3) . . ?
F5 C3 F6 106.8(3) . . ?
F5 C3 C2 108.6(3) . . ?
F6 C3 C2 111.9(3) . . ?
F5 C3 C4 110.3(3) . . ?
F6 C3 C4 113.8(3) . . ?
C2 C3 C4 105.4(3) . . ?
F7 C4 F8 104.7(3) . . ?
F7 C4 C3 105.2(3) . . ?
F8 C4 C3 106.0(3) . . ?
F7 C4 Ni1 116.5(3) . . ?
F8 C4 Ni1 113.6(2) . . ?
C3 C4 Ni1 110.0(2) . . ?
N1 C5 C6 122.2(4) . . ?
C7 C6 C5 120.0(4) . . ?
C6 C7 C8 118.7(4) . . ?
C9 C8 C7 118.6(4) . . ?
N1 C9 C8 122.2(4) . . ?
N1 C9 C10 113.8(3) . . ?
C8 C9 C10 123.8(4) . . ?
N2 C10 C11 122.1(3) . . ?
N2 C10 C9 113.5(3) . . ?
C11 C10 C9 124.2(3) . . ?
C10 C11 C12 118.2(4) . . ?
C13 C12 C11 119.4(4) . . ?
C12 C13 C14 120.0(4) . . ?
N2 C14 C13 120.5(4) . . ?
N2 C14 C15 117.6(3) . . ?
C13 C14 C15 121.6(3) . . ?
N3 C15 C16 122.4(4) . . ?
N3 C15 C14 116.3(3) . . ?
C16 C15 C14 121.1(3) . . ?
C17 C16 C15 119.1(4) . . ?
C18 C17 C16 119.3(4) . . ?
C17 C18 C19 118.1(4) . . ?
N3 C19 C18 124.6(4) . . ?

_refine_diff_density_max         1.045
_refine_diff_density_min         -0.512
_refine_diff_density_rms         0.104

_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_Compound7
_database_code_depnum_ccdc_archive 'CCDC 1062819'
_audit_update_record             
;
2015-06-02 deposited with the CCDC.
2015-06-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H14 B F12 N4 Ni'
_chemical_formula_weight         619.88

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'
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/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                   13.2657(9)
_cell_length_b                   12.9585(9)
_cell_length_c                   13.5849(9)
_cell_angle_alpha                90
_cell_angle_beta                 96.0420(17)
_cell_angle_gamma                90
_cell_volume                     2322.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    135(2)
_cell_measurement_reflns_used    9981
_cell_measurement_theta_min      3.0885
_cell_measurement_theta_max      30.305

_exptl_crystal_description       platelet
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.773
_exptl_crystal_F_000             1236
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.560
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.951
_shelx_estimated_absorpt_T_min   0.618
_shelx_estimated_absorpt_T_max   0.870
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.618
_exptl_absorpt_correction_T_max  0.870
_exptl_absorpt_process_details   Bruker

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      135(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Quest CMOS Diffractometer'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37910
_diffrn_reflns_av_unetI/netI     0.0277
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.016
_diffrn_reflns_theta_max         30.684
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.898
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.898
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.898
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6464
_reflns_number_gt                5460
_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 software'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker Apex2 software'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker 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)+(0.0468P)²+11.9846P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6464
_refine_ls_number_parameters     364
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0887
_refine_ls_R_factor_gt           0.0730
_refine_ls_wR_factor_ref         0.1670
_refine_ls_wR_factor_gt          0.1566
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.093
_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 0.91434(3) 0.39463(3) 0.77746(3) 0.01671(12) Uani 1 1 d . . . . .
F1 F 0.88645(19) 0.49324(19) 0.95374(16) 0.0310(5) Uani 1 1 d . . . . .
F2 F 0.86343(19) 0.59500(17) 0.82755(17) 0.0307(5) Uani 1 1 d . . . . .
F3 F 0.6880(2) 0.5206(3) 0.7618(2) 0.0515(8) Uani 1 1 d . . . . .
F4 F 0.68868(19) 0.5249(2) 0.9227(2) 0.0396(6) Uani 1 1 d . . . . .
F5 F 0.61613(18) 0.3419(2) 0.8191(2) 0.0450(7) Uani 1 1 d . . . . .
F6 F 0.7456(2) 0.3276(2) 0.9359(2) 0.0460(7) Uani 1 1 d . . . . .
F7 F 0.73547(19) 0.3277(2) 0.67569(19) 0.0440(7) Uani 1 1 d . . . . .
F8 F 0.79378(19) 0.2216(2) 0.7891(2) 0.0404(6) Uani 1 1 d . . . . .
F9 F 0.3722(4) 0.3905(3) 0.8558(3) 0.0841(13) Uani 1 1 d . . . . .
F10 F 0.2478(3) 0.3083(3) 0.7549(4) 0.0900(15) Uani 1 1 d . . . . .
F11 F 0.3716(3) 0.3976(3) 0.6948(3) 0.0742(11) Uani 1 1 d . . . . .
F12 F 0.4074(2) 0.2444(2) 0.7731(2) 0.0429(6) Uani 1 1 d . . . . .
N1 N 0.8863(2) 0.4642(2) 0.6324(2) 0.0216(6) Uani 1 1 d . . . . .
N2 N 0.9656(2) 0.2883(2) 0.6925(2) 0.0199(6) Uani 1 1 d . . . . .
N3 N 0.9799(2) 0.2839(2) 0.8859(2) 0.0221(6) Uani 1 1 d . . . . .
N4 N 1.0414(2) 0.4733(2) 0.8001(2) 0.0210(6) Uani 1 1 d . . . . .
C1 C 0.8481(3) 0.4963(3) 0.8567(2) 0.0204(6) Uani 1 1 d . . . . .
C2 C 0.7330(3) 0.4795(4) 0.8514(3) 0.0353(9) Uani 1 1 d . . . . .
C3 C 0.7153(3) 0.3664(4) 0.8433(4) 0.0384(10) Uani 1 1 d . . . . .
C4 C 0.7831(3) 0.3238(3) 0.7676(3) 0.0252(7) Uani 1 1 d . . . . .
C5 C 0.8449(3) 0.5564(3) 0.6071(3) 0.0281(8) Uani 1 1 d . . . . .
H5A H 0.8324 0.6035 0.6580 0.034 Uiso 1 1 calc R U . . .
C6 C 0.8201(3) 0.5851(3) 0.5096(3) 0.0322(9) Uani 1 1 d . . . . .
H6A H 0.7902 0.6505 0.4939 0.039 Uiso 1 1 calc R U . . .
C7 C 0.8392(3) 0.5178(4) 0.4358(3) 0.0341(9) Uani 1 1 d . . . . .
H7A H 0.8218 0.5359 0.3684 0.041 Uiso 1 1 calc R U . . .
C8 C 0.8838(3) 0.4239(4) 0.4600(3) 0.0307(8) Uani 1 1 d . . . . .
H8A H 0.8987 0.3770 0.4098 0.037 Uiso 1 1 calc R U . . .
C9 C 0.9064(3) 0.3989(3) 0.5596(3) 0.0221(7) Uani 1 1 d . . . . .
C10 C 0.9542(3) 0.3006(3) 0.5939(3) 0.0226(7) Uani 1 1 d . . . . .
C11 C 0.9859(3) 0.2252(3) 0.5319(3) 0.0290(8) Uani 1 1 d . . . . .
H11A H 0.9793 0.2351 0.4622 0.035 Uiso 1 1 calc R U . . .
C12 C 1.0275(3) 0.1351(3) 0.5734(3) 0.0318(9) Uani 1 1 d . . . . .
H12A H 1.0487 0.0820 0.5321 0.038 Uiso 1 1 calc R U . . .
C13 C 1.0382(3) 0.1225(3) 0.6751(3) 0.0297(8) Uani 1 1 d . . . . .
H13A H 1.0661 0.0608 0.7044 0.036 Uiso 1 1 calc R U . . .
C14 C 1.0074(3) 0.2021(3) 0.7334(3) 0.0232(7) Uani 1 1 d . . . . .
C15 C 1.0165(3) 0.2001(3) 0.8431(3) 0.0254(7) Uani 1 1 d . . . . .
C16 C 1.0601(3) 0.1177(3) 0.8982(4) 0.0368(10) Uani 1 1 d . . . . .
H16A H 1.0855 0.0594 0.8664 0.044 Uiso 1 1 calc R U . . .
C17 C 1.0656(4) 0.1231(4) 1.0006(4) 0.0413(11) Uani 1 1 d . . . . .
H17A H 1.0953 0.0681 1.0399 0.050 Uiso 1 1 calc R U . . .
C18 C 1.0280(3) 0.2083(3) 1.0452(3) 0.0361(9) Uani 1 1 d . . . . .
H18A H 1.0304 0.2128 1.1152 0.043 Uiso 1 1 calc R U . . .
C19 C 0.9864(3) 0.2873(3) 0.9852(3) 0.0269(8) Uani 1 1 d . . . . .
H19A H 0.9614 0.3466 1.0157 0.032 Uiso 1 1 calc R U . . .
C20 C 1.1156(3) 0.5165(3) 0.8171(3) 0.0236(7) Uani 1 1 d . . . . .
C21 C 1.2113(3) 0.5700(4) 0.8387(4) 0.0351(9) Uani 1 1 d . . . . .
B1 B 0.3475(5) 0.3320(4) 0.7679(4) 0.0422(12) Uani 1 1 d . . . . .
H21A H 1.239(5) 0.587(5) 0.785(5) 0.060(19) Uiso 1 1 d . . . . .
H21B H 1.256(4) 0.523(5) 0.864(4) 0.047(16) Uiso 1 1 d . . . . .
H21C H 1.202(5) 0.635(6) 0.868(5) 0.08(2) Uiso 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 C4 1.960(4) . ?
Ni1 N2 1.964(3) . ?
Ni1 N4 1.966(3) . ?
Ni1 C1 1.966(3) . ?
Ni1 N1 2.163(3) . ?
Ni1 N3 2.172(3) . ?
F1 C1 1.363(4) . ?
F2 C1 1.360(4) . ?
F3 C2 1.403(5) . ?
F4 C2 1.323(5) . ?
F5 C3 1.360(5) . ?
F6 C3 1.376(5) . ?
F7 C4 1.340(4) . ?
F8 C4 1.360(5) . ?
F9 B1 1.423(7) . ?
F10 B1 1.351(7) . ?
F11 B1 1.370(6) . ?
F12 B1 1.384(6) . ?
N1 C5 1.344(5) . ?
N1 C9 1.349(5) . ?
N2 C10 1.341(5) . ?
N2 C14 1.342(5) . ?
N3 C19 1.343(5) . ?
N3 C15 1.346(5) . ?
N4 C20 1.135(5) . ?
C1 C2 1.536(5) . ?
C2 C3 1.486(7) . ?
C3 C4 1.538(6) . ?
C5 C6 1.381(5) . ?
C6 C7 1.373(6) . ?
C7 C8 1.378(6) . ?
C8 C9 1.393(5) . ?
C9 C10 1.477(5) . ?
C10 C11 1.384(5) . ?
C11 C12 1.386(6) . ?
C12 C13 1.383(6) . ?
C13 C14 1.388(5) . ?
C14 C15 1.483(6) . ?
C15 C16 1.394(5) . ?
C16 C17 1.387(7) . ?
C17 C18 1.378(7) . ?
C18 C19 1.386(5) . ?
C20 C21 1.449(5) . ?

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
C4 Ni1 N2 89.51(14) . . ?
C4 Ni1 N4 173.75(14) . . ?
N2 Ni1 N4 96.40(12) . . ?
C4 Ni1 C1 84.61(15) . . ?
N2 Ni1 C1 173.74(13) . . ?
N4 Ni1 C1 89.55(14) . . ?
C4 Ni1 N1 93.81(14) . . ?
N2 Ni1 N1 78.11(12) . . ?
N4 Ni1 N1 89.38(12) . . ?
C1 Ni1 N1 100.09(13) . . ?
C4 Ni1 N3 91.49(14) . . ?
N2 Ni1 N3 78.25(12) . . ?
N4 Ni1 N3 87.77(12) . . ?
C1 Ni1 N3 103.99(13) . . ?
N1 Ni1 N3 155.72(12) . . ?
C5 N1 C9 118.5(3) . . ?
C5 N1 Ni1 129.1(3) . . ?
C9 N1 Ni1 112.2(2) . . ?
C10 N2 C14 120.7(3) . . ?
C10 N2 Ni1 119.6(2) . . ?
C14 N2 Ni1 119.6(3) . . ?
C19 N3 C15 118.2(3) . . ?
C19 N3 Ni1 129.7(3) . . ?
C15 N3 Ni1 112.2(2) . . ?
C20 N4 Ni1 177.0(3) . . ?
F2 C1 F1 104.9(3) . . ?
F2 C1 C2 107.4(3) . . ?
F1 C1 C2 108.0(3) . . ?
F2 C1 Ni1 112.4(2) . . ?
F1 C1 Ni1 111.5(2) . . ?
C2 C1 Ni1 112.3(3) . . ?
F4 C2 F3 106.6(3) . . ?
F4 C2 C3 114.5(4) . . ?
F3 C2 C3 105.1(4) . . ?
F4 C2 C1 114.8(4) . . ?
F3 C2 C1 108.4(3) . . ?
C3 C2 C1 106.9(3) . . ?
F5 C3 F6 108.6(4) . . ?
F5 C3 C2 112.9(4) . . ?
F6 C3 C2 105.3(4) . . ?
F5 C3 C4 111.9(4) . . ?
F6 C3 C4 110.1(4) . . ?
C2 C3 C4 107.8(4) . . ?
F7 C4 F8 105.4(3) . . ?
F7 C4 C3 111.0(3) . . ?
F8 C4 C3 105.2(3) . . ?
F7 C4 Ni1 112.0(3) . . ?
F8 C4 Ni1 111.7(2) . . ?
C3 C4 Ni1 111.3(3) . . ?
N1 C5 C6 122.3(4) . . ?
C7 C6 C5 119.0(4) . . ?
C6 C7 C8 119.6(4) . . ?
C7 C8 C9 118.7(4) . . ?
N1 C9 C8 121.8(4) . . ?
N1 C9 C10 114.9(3) . . ?
C8 C9 C10 123.2(3) . . ?
N2 C10 C11 121.0(4) . . ?
N2 C10 C9 114.6(3) . . ?
C11 C10 C9 124.4(4) . . ?
C10 C11 C12 118.7(4) . . ?
C13 C12 C11 120.1(4) . . ?
C12 C13 C14 118.5(4) . . ?
N2 C14 C13 121.1(4) . . ?
N2 C14 C15 114.7(3) . . ?
C13 C14 C15 124.2(4) . . ?
N3 C15 C16 122.3(4) . . ?
N3 C15 C14 115.1(3) . . ?
C16 C15 C14 122.6(4) . . ?
C17 C16 C15 118.4(4) . . ?
C18 C17 C16 119.8(4) . . ?
C17 C18 C19 118.3(4) . . ?
N3 C19 C18 123.1(4) . . ?
N4 C20 C21 179.1(4) . . ?
F10 B1 F11 110.3(5) . . ?
F10 B1 F12 111.7(5) . . ?
F11 B1 F12 111.7(5) . . ?
F10 B1 F9 111.5(5) . . ?
F11 B1 F9 103.1(5) . . ?
F12 B1 F9 108.2(4) . . ?

_refine_diff_density_max         2.029
_refine_diff_density_min         -0.912
_refine_diff_density_rms         0.126

_shelxl_version_number           2014-3

