# 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_I-dz2
_database_code_depnum_ccdc_archive 'CCDC 1474936'
_audit_update_record             
;
2016-04-19 deposited with the CCDC.
2016-05-16 downloaded from the CCDC.
;

_audit_creation_date             2016-04-13T19:39:40-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C26 H42 N2 Ni P2'
_chemical_formula_sum            'C26 H42 N2 Ni P2'
_chemical_formula_weight         503.26

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.1202(3)
_cell_length_b                   15.6332(3)
_cell_length_c                   16.5211(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.422(2)
_cell_angle_gamma                90
_cell_volume                     2863.55(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    11550
_cell_measurement_theta_min      3.3688
_cell_measurement_theta_max      29.5541

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            'dark red'
_exptl_crystal_size_max          0.4007
_exptl_crystal_size_mid          0.2202
_exptl_crystal_size_min          0.1816
_exptl_crystal_density_diffrn    1.167
_exptl_crystal_F_000             1080
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
16 -1 -2 0.1101
-16 1 2 0.1101
-3 2 23 0.1552
-1 -2 -23 0.2365
12 -2 -16 0.1583
14 0 10 0.1225
-13 0 -11 0.1605
-1 -22 2 0.0908
1 22 -2 0.0908
3 11 19 0.1066
-2 -18 -13 0.1442
8 -19 -2 0.0954
-8 19 2 0.0954
-3 13 18 0.1028
12 6 -16 0.1563
-6 -20 -1 0.0984

_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.804
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_absorpt_correction_T_min  0.802
_exptl_absorpt_correction_T_max  0.888

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 10.4685
_diffrn_orient_matrix_ub_11      0.0527327
_diffrn_orient_matrix_ub_12      -0.0246274
_diffrn_orient_matrix_ub_13      -0.0042094
_diffrn_orient_matrix_ub_21      0.0329619
_diffrn_orient_matrix_ub_22      0.0380028
_diffrn_orient_matrix_ub_23      -0.0061743
_diffrn_orient_matrix_ub_31      0.0150849
_diffrn_orient_matrix_ub_32      0.0030501
_diffrn_orient_matrix_ub_33      0.0423838
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0231
_diffrn_reflns_av_unetI/netI     0.029
_diffrn_reflns_number            24891
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.369
_diffrn_reflns_theta_max         29.554
_diffrn_reflns_theta_full        26
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.885
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.885
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.885
_reflns_Friedel_coverage         0
_reflns_number_total             7095
_reflns_number_gt                6279
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_structure_solution    
;
      'SHELXS-2014 (Sheldrick, 2008)'
      G. M. Sheldrick, Acta Crystallogr., Sect. A: 
      Found. Crystallogr., 2008, 64, 112-122.
;
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2008)'
_computing_molecular_graphics    
;
          'Ortep-3 for Windows (Farrugia, 1997)'
      L. J. Farrugia, J. Appl. Crystallogr., 1997, 30, 565.
;
_computing_publication_material  
;	
        'WinGX publication routines (Farrugia, 1999)'				 
	L. J. Farrugia, J. Appl. Crystallogr., 1999, 32, 837-838.
;

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0523P)²+1.1401P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         7095
_refine_ls_number_parameters     288
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0369
_refine_ls_R_factor_gt           0.0316
_refine_ls_wR_factor_ref         0.0948
_refine_ls_wR_factor_gt          0.0916
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.611
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.064

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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'
P P 0.1023 0.0942 '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'

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
C1 C 0.72252(14) 0.23280(11) 0.32418(9) 0.0217(3) Uani 1 1 d . . . . .
C2 C 0.82979(15) 0.27002(12) 0.35649(10) 0.0255(3) Uani 1 1 d . . . . .
H2 H 0.8321 0.3297 0.3675 0.031 Uiso 1 1 calc R U . . .
C3 C 0.93292(16) 0.22144(13) 0.37278(11) 0.0323(4) Uani 1 1 d . . . . .
H3 H 1.0052 0.248 0.3945 0.039 Uiso 1 1 calc R U . . .
C4 C 0.93125(17) 0.13440(13) 0.35764(12) 0.0365(4) Uani 1 1 d . . . . .
H4 H 1.0022 0.1012 0.3682 0.044 Uiso 1 1 calc R U . . .
C5 C 0.82460(17) 0.09614(12) 0.32682(11) 0.0335(4) Uani 1 1 d . . . . .
H5 H 0.8229 0.0363 0.3167 0.04 Uiso 1 1 calc R U . . .
C6 C 0.72018(16) 0.14433(11) 0.31056(10) 0.0266(3) Uani 1 1 d . . . . .
H6 H 0.6475 0.1173 0.2903 0.032 Uiso 1 1 calc R U . . .
C7 C 0.41412(14) 0.29640(10) 0.29203(9) 0.0224(3) Uani 1 1 d . . . . .
C8 C 0.41404(16) 0.37924(12) 0.32390(10) 0.0282(4) Uani 1 1 d . . . . .
H8 H 0.4881 0.4062 0.3412 0.034 Uiso 1 1 calc R U . . .
C9 C 0.30598(19) 0.42211(14) 0.33031(12) 0.0394(5) Uani 1 1 d . . . . .
H9 H 0.3069 0.4787 0.3514 0.047 Uiso 1 1 calc R U . . .
C10 C 0.19653(18) 0.38349(16) 0.30636(12) 0.0439(5) Uani 1 1 d . . . . .
H10 H 0.123 0.4135 0.3108 0.053 Uiso 1 1 calc R U . . .
C11 C 0.19545(17) 0.30124(14) 0.27613(12) 0.0377(5) Uani 1 1 d . . . . .
H11 H 0.1209 0.2742 0.2601 0.045 Uiso 1 1 calc R U . . .
C12 C 0.30298(15) 0.25797(12) 0.26912(10) 0.0285(4) Uani 1 1 d . . . . .
H12 H 0.3012 0.2013 0.2484 0.034 Uiso 1 1 calc R U . . .
C13 C 0.56820(15) 0.33736(13) 0.00072(9) 0.0290(4) Uani 1 1 d . . . . .
H13A H 0.5627 0.3058 -0.0514 0.035 Uiso 1 1 calc R U . . .
H13B H 0.5239 0.3919 -0.0081 0.035 Uiso 1 1 calc R U . . .
C14 C 0.70070(16) 0.35683(13) 0.02556(10) 0.0306(4) Uani 1 1 d . . . . .
H14A H 0.723 0.4116 0.0005 0.037 Uiso 1 1 calc R U . . .
H14B H 0.7515 0.3113 0.0044 0.037 Uiso 1 1 calc R U . . .
C15 C 0.89134(15) 0.32881(12) 0.15203(11) 0.0296(4) Uani 1 1 d . . . . .
H15 H 0.9175 0.3388 0.2105 0.036 Uiso 1 1 calc R U . . .
C16 C 0.90219(18) 0.23280(14) 0.13717(13) 0.0397(4) Uani 1 1 d . . . . .
H16A H 0.986 0.2148 0.1497 0.06 Uiso 1 1 calc R U . . .
H16B H 0.8778 0.2202 0.0802 0.06 Uiso 1 1 calc R U . . .
H16C H 0.8498 0.2018 0.1721 0.06 Uiso 1 1 calc R U . . .
C17 C 0.97763(18) 0.37932(16) 0.10255(13) 0.0433(5) Uani 1 1 d . . . . .
H17A H 0.9717 0.4403 0.1152 0.065 Uiso 1 1 calc R U . . .
H17B H 0.9561 0.3703 0.0445 0.065 Uiso 1 1 calc R U . . .
H17C H 1.0604 0.3597 0.1162 0.065 Uiso 1 1 calc R U . . .
C18 C 0.73729(16) 0.47987(11) 0.16058(11) 0.0292(4) Uani 1 1 d . . . . .
H18 H 0.785 0.5097 0.1201 0.035 Uiso 1 1 calc R U . . .
C19 C 0.60931(17) 0.51554(12) 0.15388(13) 0.0365(4) Uani 1 1 d . . . . .
H19A H 0.5621 0.4875 0.194 0.055 Uiso 1 1 calc R U . . .
H19B H 0.5717 0.5047 0.0992 0.055 Uiso 1 1 calc R U . . .
H19C H 0.6119 0.5773 0.1641 0.055 Uiso 1 1 calc R U . . .
C20 C 0.7976(2) 0.49546(13) 0.24528(12) 0.0401(5) Uani 1 1 d . . . . .
H20A H 0.7992 0.557 0.2567 0.06 Uiso 1 1 calc R U . . .
H20B H 0.8802 0.4733 0.2482 0.06 Uiso 1 1 calc R U . . .
H20C H 0.752 0.4661 0.2855 0.06 Uiso 1 1 calc R U . . .
C21 C 0.49260(18) 0.16240(12) 0.04048(11) 0.0350(4) Uani 1 1 d . . . . .
H21 H 0.4463 0.1607 -0.0138 0.042 Uiso 1 1 calc R U . . .
C22 C 0.6212(2) 0.13183(14) 0.03057(15) 0.0470(5) Uani 1 1 d . . . . .
H22A H 0.6581 0.1683 -0.0089 0.07 Uiso 1 1 calc R U . . .
H22B H 0.6192 0.0725 0.0113 0.07 Uiso 1 1 calc R U . . .
H22C H 0.6686 0.1351 0.083 0.07 Uiso 1 1 calc R U . . .
C23 C 0.4291(2) 0.10562(13) 0.09823(15) 0.0495(6) Uani 1 1 d . . . . .
H23A H 0.4697 0.1102 0.1529 0.074 Uiso 1 1 calc R U . . .
H23B H 0.4317 0.0461 0.0797 0.074 Uiso 1 1 calc R U . . .
H23C H 0.3449 0.1239 0.0994 0.074 Uiso 1 1 calc R U . . .
C24 C 0.33560(14) 0.30771(11) 0.06454(9) 0.0235(3) Uani 1 1 d . . . . .
H24 H 0.2904 0.2724 0.1025 0.028 Uiso 1 1 calc R U . . .
C27 C 0.27513(17) 0.29332(13) -0.02088(11) 0.0341(4) Uani 1 1 d . . . . .
H27A H 0.1908 0.3119 -0.0225 0.051 Uiso 1 1 calc R U . . .
H27B H 0.2783 0.2324 -0.0345 0.051 Uiso 1 1 calc R U . . .
H27C H 0.3176 0.3265 -0.0602 0.051 Uiso 1 1 calc R U . . .
C28 C 0.32385(16) 0.40070(12) 0.09076(11) 0.0303(4) Uani 1 1 d . . . . .
H28A H 0.3597 0.4076 0.1465 0.045 Uiso 1 1 calc R U . . .
H28B H 0.2384 0.4165 0.0883 0.045 Uiso 1 1 calc R U . . .
H28C H 0.366 0.4377 0.0543 0.045 Uiso 1 1 calc R U . . .
Ni1 Ni 0.59427(2) 0.29429(2) 0.19372(2) 0.01663(7) Uani 1 1 d . . . . .
P1 P 0.73244(4) 0.36422(3) 0.13676(2) 0.02180(10) Uani 1 1 d . . . . .
P2 P 0.49496(4) 0.27340(3) 0.07762(2) 0.02036(9) Uani 1 1 d . . . . .
N1 N 0.62286(12) 0.28932(8) 0.30941(8) 0.0200(3) Uani 1 1 d . . . . .
N2 N 0.51801(12) 0.24549(9) 0.28294(8) 0.0210(3) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.396(2) . ?
C1 C6 1.401(2) . ?
C1 N1 1.424(2) . ?
C2 C3 1.384(2) . ?
C2 H2 0.95 . ?
C3 C4 1.383(3) . ?
C3 H3 0.95 . ?
C4 C5 1.389(3) . ?
C4 H4 0.95 . ?
C5 C6 1.393(2) . ?
C5 H5 0.95 . ?
C6 H6 0.95 . ?
C7 C8 1.398(2) . ?
C7 C12 1.400(2) . ?
C7 N2 1.420(2) . ?
C8 C9 1.387(3) . ?
C8 H8 0.95 . ?
C9 C10 1.389(3) . ?
C9 H9 0.95 . ?
C10 C11 1.379(3) . ?
C10 H10 0.95 . ?
C11 C12 1.386(3) . ?
C11 H11 0.95 . ?
C12 H12 0.95 . ?
C13 C14 1.529(2) . ?
C13 P2 1.8539(17) . ?
C13 H13A 0.99 . ?
C13 H13B 0.99 . ?
C14 P1 1.8474(17) . ?
C14 H14A 0.99 . ?
C14 H14B 0.99 . ?
C15 C16 1.527(3) . ?
C15 C17 1.528(3) . ?
C15 P1 1.8502(18) . ?
C15 H15 1 . ?
C16 H16A 0.98 . ?
C16 H16B 0.98 . ?
C16 H16C 0.98 . ?
C17 H17A 0.98 . ?
C17 H17B 0.98 . ?
C17 H17C 0.98 . ?
C18 C20 1.524(3) . ?
C18 C19 1.525(3) . ?
C18 P1 1.8502(18) . ?
C18 H18 1 . ?
C19 H19A 0.98 . ?
C19 H19B 0.98 . ?
C19 H19C 0.98 . ?
C20 H20A 0.98 . ?
C20 H20B 0.98 . ?
C20 H20C 0.98 . ?
C21 C23 1.517(3) . ?
C21 C22 1.528(3) . ?
C21 P2 1.8401(18) . ?
C21 H21 1 . ?
C22 H22A 0.98 . ?
C22 H22B 0.98 . ?
C22 H22C 0.98 . ?
C23 H23A 0.98 . ?
C23 H23B 0.98 . ?
C23 H23C 0.98 . ?
C24 C28 1.525(2) . ?
C24 C27 1.532(2) . ?
C24 P2 1.8482(17) . ?
C24 H24 1 . ?
C27 H27A 0.98 . ?
C27 H27B 0.98 . ?
C27 H27C 0.98 . ?
C28 H28A 0.98 . ?
C28 H28B 0.98 . ?
C28 H28C 0.98 . ?
Ni1 N2 1.9148(12) . ?
Ni1 N1 1.9149(13) . ?
Ni1 P1 2.1598(4) . ?
Ni1 P2 2.1629(4) . ?
N1 N2 1.3933(18) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 118.54(15) . . ?
C2 C1 N1 115.97(15) . . ?
C6 C1 N1 125.48(15) . . ?
C3 C2 C1 121.09(17) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
C4 C3 C2 120.33(17) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C5 119.27(17) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C4 C5 C6 120.88(18) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C5 C6 C1 119.87(16) . . ?
C5 C6 H6 120.1 . . ?
C1 C6 H6 120.1 . . ?
C8 C7 C12 118.25(16) . . ?
C8 C7 N2 125.66(15) . . ?
C12 C7 N2 116.06(15) . . ?
C9 C8 C7 120.14(17) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C8 C9 C10 120.9(2) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C11 C10 C9 119.45(18) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
C10 C11 C12 120.12(19) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C11 C12 C7 121.13(18) . . ?
C11 C12 H12 119.4 . . ?
C7 C12 H12 119.4 . . ?
C14 C13 P2 112.86(11) . . ?
C14 C13 H13A 109 . . ?
P2 C13 H13A 109 . . ?
C14 C13 H13B 109 . . ?
P2 C13 H13B 109 . . ?
H13A C13 H13B 107.8 . . ?
C13 C14 P1 112.68(11) . . ?
C13 C14 H14A 109.1 . . ?
P1 C14 H14A 109.1 . . ?
C13 C14 H14B 109.1 . . ?
P1 C14 H14B 109.1 . . ?
H14A C14 H14B 107.8 . . ?
C16 C15 C17 111.18(16) . . ?
C16 C15 P1 111.02(13) . . ?
C17 C15 P1 113.90(14) . . ?
C16 C15 H15 106.8 . . ?
C17 C15 H15 106.8 . . ?
P1 C15 H15 106.8 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C20 C18 C19 110.49(16) . . ?
C20 C18 P1 110.80(12) . . ?
C19 C18 P1 109.29(12) . . ?
C20 C18 H18 108.7 . . ?
C19 C18 H18 108.7 . . ?
P1 C18 H18 108.7 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C23 C21 C22 111.67(18) . . ?
C23 C21 P2 109.73(14) . . ?
C22 C21 P2 109.95(14) . . ?
C23 C21 H21 108.5 . . ?
C22 C21 H21 108.5 . . ?
P2 C21 H21 108.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C28 C24 C27 111.12(14) . . ?
C28 C24 P2 110.23(11) . . ?
C27 C24 P2 114.44(12) . . ?
C28 C24 H24 106.9 . . ?
C27 C24 H24 106.9 . . ?
P2 C24 H24 106.9 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N2 Ni1 N1 42.67(5) . . ?
N2 Ni1 P1 155.40(4) . . ?
N1 Ni1 P1 112.74(4) . . ?
N2 Ni1 P2 113.35(4) . . ?
N1 Ni1 P2 155.94(4) . . ?
P1 Ni1 P2 91.249(16) . . ?
C14 P1 C15 102.95(8) . . ?
C14 P1 C18 105.83(8) . . ?
C15 P1 C18 104.57(8) . . ?
C14 P1 Ni1 108.29(6) . . ?
C15 P1 Ni1 119.55(6) . . ?
C18 P1 Ni1 114.33(6) . . ?
C21 P2 C24 104.23(8) . . ?
C21 P2 C13 106.02(9) . . ?
C24 P2 C13 103.37(8) . . ?
C21 P2 Ni1 115.54(6) . . ?
C24 P2 Ni1 118.64(5) . . ?
C13 P2 Ni1 107.76(6) . . ?
N2 N1 C1 111.73(12) . . ?
N2 N1 Ni1 68.66(7) . . ?
C1 N1 Ni1 105.28(9) . . ?
N1 N2 C7 111.05(13) . . ?
N1 N2 Ni1 68.67(7) . . ?
C7 N2 Ni1 105.68(9) . . ?

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
C6 C1 C2 C3 1.8(2) . . . . ?
N1 C1 C2 C3 -179.50(15) . . . . ?
C1 C2 C3 C4 -0.4(3) . . . . ?
C2 C3 C4 C5 -0.8(3) . . . . ?
C3 C4 C5 C6 0.5(3) . . . . ?
C4 C5 C6 C1 1.0(3) . . . . ?
C2 C1 C6 C5 -2.0(2) . . . . ?
N1 C1 C6 C5 179.36(15) . . . . ?
C12 C7 C8 C9 -1.6(2) . . . . ?
N2 C7 C8 C9 -179.39(16) . . . . ?
C7 C8 C9 C10 0.8(3) . . . . ?
C8 C9 C10 C11 0.3(3) . . . . ?
C9 C10 C11 C12 -0.6(3) . . . . ?
C10 C11 C12 C7 -0.2(3) . . . . ?
C8 C7 C12 C11 1.3(2) . . . . ?
N2 C7 C12 C11 179.32(15) . . . . ?
P2 C13 C14 P1 -29.88(18) . . . . ?
C13 C14 P1 C15 150.27(14) . . . . ?
C13 C14 P1 C18 -100.25(15) . . . . ?
C13 C14 P1 Ni1 22.76(15) . . . . ?
C16 C15 P1 C14 -71.39(14) . . . . ?
C17 C15 P1 C14 55.02(16) . . . . ?
C16 C15 P1 C18 178.19(13) . . . . ?
C17 C15 P1 C18 -55.40(16) . . . . ?
C16 C15 P1 Ni1 48.64(14) . . . . ?
C17 C15 P1 Ni1 175.05(12) . . . . ?
C20 C18 P1 C14 -163.67(14) . . . . ?
C19 C18 P1 C14 74.34(14) . . . . ?
C20 C18 P1 C15 -55.35(15) . . . . ?
C19 C18 P1 C15 -177.34(13) . . . . ?
C20 C18 P1 Ni1 77.24(14) . . . . ?
C19 C18 P1 Ni1 -44.75(14) . . . . ?
C23 C21 P2 C24 -68.91(16) . . . . ?
C22 C21 P2 C24 167.90(14) . . . . ?
C23 C21 P2 C13 -177.63(14) . . . . ?
C22 C21 P2 C13 59.17(16) . . . . ?
C23 C21 P2 Ni1 63.10(16) . . . . ?
C22 C21 P2 Ni1 -60.10(16) . . . . ?
C28 C24 P2 C21 -178.28(12) . . . . ?
C27 C24 P2 C21 -52.17(14) . . . . ?
C28 C24 P2 C13 -67.62(13) . . . . ?
C27 C24 P2 C13 58.49(14) . . . . ?
C28 C24 P2 Ni1 51.53(13) . . . . ?
C27 C24 P2 Ni1 177.64(10) . . . . ?
C14 C13 P2 C21 -100.32(15) . . . . ?
C14 C13 P2 C24 150.35(13) . . . . ?
C14 C13 P2 Ni1 23.95(15) . . . . ?
C2 C1 N1 N2 -175.59(13) . . . . ?
C6 C1 N1 N2 3.0(2) . . . . ?
C2 C1 N1 Ni1 111.69(13) . . . . ?
C6 C1 N1 Ni1 -69.68(16) . . . . ?
C1 N1 N2 C7 162.20(12) . . . . ?
Ni1 N1 N2 C7 -99.25(11) . . . . ?
C1 N1 N2 Ni1 -98.56(11) . . . . ?
C8 C7 N2 N1 -0.7(2) . . . . ?
C12 C7 N2 N1 -178.50(13) . . . . ?
C8 C7 N2 Ni1 -73.40(17) . . . . ?
C12 C7 N2 Ni1 108.76(13) . . . . ?

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 0.000 158 15 ' '
2 0.000 0.500 0.500 158 15 ' '
_platon_squeeze_details          
;
;



# END of CIF
####################################################################### 
# 
# 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_II-dz3
_database_code_depnum_ccdc_archive 'CCDC 1474937'
_audit_update_record             
;
2016-04-19 deposited with the CCDC.
2016-05-16 downloaded from the CCDC.
;

_audit_creation_date             2016-04-13T19:47:01-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C26 H40 F2 N2 Ni P2'
_chemical_formula_sum            'C26 H40 F2 N2 Ni P2'
_chemical_formula_weight         539.25

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.1670(2)
_cell_length_b                   15.7392(3)
_cell_length_c                   16.5550(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.3740(10)
_cell_angle_gamma                90
_cell_volume                     2901.23(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    8731
_cell_measurement_theta_min      3.8806
_cell_measurement_theta_max      73.4917

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            'dark red'
_exptl_crystal_size_max          0.3048
_exptl_crystal_size_mid          0.245
_exptl_crystal_size_min          0.2248
_exptl_crystal_density_diffrn    1.235
_exptl_crystal_F_000             1144
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-7 0 0 0.1417
7 0 0 0.1417
0 -1 -11 0.1225
0 1 11 0.1225
0 -10 0 0.1124
0 10 0 0.1124
-3 1 -10 0.1373
3 -1 10 0.1373

_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    2.237
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_absorpt_correction_T_min  0.547
_exptl_absorpt_correction_T_max  0.666

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 10.4685
_diffrn_orient_matrix_ub_11      0.1026256
_diffrn_orient_matrix_ub_12      0.0513766
_diffrn_orient_matrix_ub_13      -0.0335543
_diffrn_orient_matrix_ub_21      0.068083
_diffrn_orient_matrix_ub_22      -0.0831267
_diffrn_orient_matrix_ub_23      -0.0147747
_diffrn_orient_matrix_ub_31      -0.0631691
_diffrn_orient_matrix_ub_32      -0.0057583
_diffrn_orient_matrix_ub_33      -0.0857673
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_av_unetI/netI     0.0408
_diffrn_reflns_number            19891
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.881
_diffrn_reflns_theta_max         73.492
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 0.988
_reflns_Friedel_coverage         0
_reflns_number_total             5769
_reflns_number_gt                5077
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0481P)²+0.9556P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         5769
_refine_ls_number_parameters     306
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0307
_refine_ls_wR_factor_ref         0.0841
_refine_ls_wR_factor_gt          0.0809
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.344
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.055

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
C1 C 0.68855(15) 0.14967(12) 0.52698(9) 0.0226(3) Uani 1 1 d . . . . .
H1A H 0.7377 0.1965 0.5071 0.027 Uiso 1 1 calc R U . . .
H1B H 0.7126 0.0965 0.5006 0.027 Uiso 1 1 calc R U . . .
C2 C 0.55562(14) 0.16736(12) 0.50250(9) 0.0208(3) Uani 1 1 d . . . . .
H2A H 0.513 0.1126 0.4934 0.025 Uiso 1 1 calc R U . . .
H2B H 0.549 0.1992 0.4508 0.025 Uiso 1 1 calc R U . . .
C3 C 0.32297(14) 0.19426(11) 0.56582(10) 0.0188(3) Uani 1 1 d . . . . .
H3 H 0.277 0.2293 0.6032 0.023 Uiso 1 1 calc R U . . .
C4 C 0.31118(15) 0.10174(11) 0.59205(11) 0.0236(3) Uani 1 1 d . . . . .
H4A H 0.2261 0.0858 0.5891 0.035 Uiso 1 1 calc R U . . .
H4B H 0.346 0.0951 0.6478 0.035 Uiso 1 1 calc R U . . .
H4C H 0.3538 0.065 0.556 0.035 Uiso 1 1 calc R U . . .
C5 C 0.26453(16) 0.20831(13) 0.48020(11) 0.0280(4) Uani 1 1 d . . . . .
H5A H 0.3083 0.1759 0.4414 0.042 Uiso 1 1 calc R U . . .
H5B H 0.2671 0.2689 0.4667 0.042 Uiso 1 1 calc R U . . .
H5C H 0.1808 0.1892 0.4777 0.042 Uiso 1 1 calc R U . . .
C6 C 0.47782(16) 0.34008(11) 0.54390(10) 0.0239(4) Uani 1 1 d . . . . .
H6 H 0.4321 0.342 0.4896 0.029 Uiso 1 1 calc R U . . .
C7 C 0.60545(18) 0.37232(13) 0.53502(13) 0.0347(4) Uani 1 1 d . . . . .
H7A H 0.6026 0.4325 0.5197 0.052 Uiso 1 1 calc R U . . .
H7B H 0.6419 0.3395 0.493 0.052 Uiso 1 1 calc R U . . .
H7C H 0.6536 0.3657 0.5867 0.052 Uiso 1 1 calc R U . . .
C8 C 0.4130(2) 0.39542(13) 0.60240(13) 0.0361(4) Uani 1 1 d . . . . .
H8A H 0.4536 0.3909 0.6568 0.054 Uiso 1 1 calc R U . . .
H8B H 0.3296 0.3762 0.6035 0.054 Uiso 1 1 calc R U . . .
H8C H 0.414 0.4547 0.5844 0.054 Uiso 1 1 calc R U . . .
C9 C 0.72744(15) 0.02389(10) 0.65894(10) 0.0208(3) Uani 1 1 d . . . . .
H9 H 0.7781 -0.0038 0.6192 0.025 Uiso 1 1 calc R U . . .
C10 C 0.60079(16) -0.01349(11) 0.64873(12) 0.0280(4) Uani 1 1 d . . . . .
H10A H 0.6044 -0.0747 0.6595 0.042 Uiso 1 1 calc R U . . .
H10B H 0.5667 -0.0037 0.5932 0.042 Uiso 1 1 calc R U . . .
H10C H 0.5502 0.014 0.6869 0.042 Uiso 1 1 calc R U . . .
C11 C 0.78323(17) 0.00715(12) 0.74456(11) 0.0283(4) Uani 1 1 d . . . . .
H11A H 0.7372 0.0373 0.7837 0.042 Uiso 1 1 calc R U . . .
H11B H 0.8665 0.0274 0.7492 0.042 Uiso 1 1 calc R U . . .
H11C H 0.7819 -0.054 0.7557 0.042 Uiso 1 1 calc R U . . .
C12 C 0.87815(14) 0.17621(11) 0.65484(10) 0.0203(3) Uani 1 1 d . . . . .
H12 H 0.9045 0.1645 0.7129 0.024 Uiso 1 1 calc R U . . .
C13 C 0.96483(15) 0.12905(13) 0.60343(11) 0.0291(4) Uani 1 1 d . . . . .
H13A H 0.9407 0.1379 0.5459 0.044 Uiso 1 1 calc R U . . .
H13B H 0.9629 0.0682 0.6158 0.044 Uiso 1 1 calc R U . . .
H13C H 1.0464 0.1508 0.6157 0.044 Uiso 1 1 calc R U . . .
C14 C 0.88599(16) 0.27228(12) 0.64273(12) 0.0279(4) Uani 1 1 d . . . . .
H14A H 0.968 0.2915 0.6582 0.042 Uiso 1 1 calc R U . . .
H14B H 0.83 0.3008 0.6766 0.042 Uiso 1 1 calc R U . . .
H14C H 0.865 0.2861 0.5857 0.042 Uiso 1 1 calc R U . . .
C15 C 0.40148(14) 0.20134(10) 0.79432(9) 0.0170(3) Uani 1 1 d . . . . .
C16 C 0.40289(14) 0.11785(11) 0.82359(9) 0.0206(3) Uani 1 1 d . . . . .
H16 H 0.4773 0.0914 0.84 0.025 Uiso 1 1 calc R U . . .
C17 C 0.29597(17) 0.07317(13) 0.82887(11) 0.0292(4) Uani 1 1 d . . . . .
H17 H 0.2968 0.0164 0.8485 0.035 Uiso 1 1 calc R U . . .
C18 C 0.18904(16) 0.11284(14) 0.80512(11) 0.0298(4) Uani 1 1 d . . . . .
C19 C 0.18346(15) 0.19501(13) 0.77783(10) 0.0262(4) Uani 1 1 d . . . . .
H19 H 0.1083 0.2211 0.763 0.031 Uiso 1 1 calc R U . . .
C20 C 0.28997(14) 0.23943(11) 0.77227(9) 0.0208(3) Uani 1 1 d . . . . .
H20 H 0.2874 0.2964 0.7533 0.025 Uiso 1 1 calc R U . . .
C21 C 0.70792(14) 0.26528(10) 0.82669(9) 0.0158(3) Uani 1 1 d . . . . .
C22 C 0.81480(14) 0.22738(11) 0.85879(9) 0.0184(3) Uani 1 1 d . . . . .
H22 H 0.8165 0.168 0.8692 0.022 Uiso 1 1 calc R U . . .
C23 C 0.91821(15) 0.27511(11) 0.87556(10) 0.0220(3) Uani 1 1 d . . . . .
H23 H 0.9905 0.2492 0.8973 0.026 Uiso 1 1 calc R U . . .
C24 C 0.91334(15) 0.36112(12) 0.85989(11) 0.0244(4) Uani 1 1 d . . . . .
C25 C 0.80988(16) 0.40143(11) 0.83008(10) 0.0235(3) Uani 1 1 d . . . . .
H25 H 0.8092 0.461 0.8208 0.028 Uiso 1 1 calc R U . . .
C26 C 0.70602(15) 0.35311(11) 0.81376(9) 0.0194(3) Uani 1 1 d . . . . .
H26 H 0.6336 0.38 0.7937 0.023 Uiso 1 1 calc R U . . .
F1 F 0.08442(11) 0.06861(10) 0.80946(8) 0.0477(3) Uani 1 1 d . . . . .
F2 F 1.01539(10) 0.40798(8) 0.87570(8) 0.0387(3) Uani 1 1 d . . . . .
N1 N 0.50473(11) 0.25290(9) 0.78613(7) 0.0157(3) Uani 1 1 d . . . . .
N2 N 0.60894(11) 0.20891(8) 0.81109(7) 0.0155(3) Uani 1 1 d . . . . .
Ni1 Ni 0.58046(2) 0.20655(2) 0.69568(2) 0.01251(8) Uani 1 1 d . . . . .
P1 P 0.72016(3) 0.13943(2) 0.63801(2) 0.01517(9) Uani 1 1 d . . . . .
P2 P 0.48191(3) 0.22898(3) 0.58001(2) 0.01493(9) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.534(2) . ?
C1 P1 1.8521(16) . ?
C1 H1A 0.99 . ?
C1 H1B 0.99 . ?
C2 P2 1.8509(16) . ?
C2 H2A 0.99 . ?
C2 H2B 0.99 . ?
C3 C4 1.528(2) . ?
C3 C5 1.531(2) . ?
C3 P2 1.8548(16) . ?
C3 H3 1 . ?
C4 H4A 0.98 . ?
C4 H4B 0.98 . ?
C4 H4C 0.98 . ?
C5 H5A 0.98 . ?
C5 H5B 0.98 . ?
C5 H5C 0.98 . ?
C6 C8 1.526(3) . ?
C6 C7 1.530(3) . ?
C6 P2 1.8474(18) . ?
C6 H6 1 . ?
C7 H7A 0.98 . ?
C7 H7B 0.98 . ?
C7 H7C 0.98 . ?
C8 H8A 0.98 . ?
C8 H8B 0.98 . ?
C8 H8C 0.98 . ?
C9 C11 1.527(2) . ?
C9 C10 1.529(2) . ?
C9 P1 1.8519(17) . ?
C9 H9 1 . ?
C10 H10A 0.98 . ?
C10 H10B 0.98 . ?
C10 H10C 0.98 . ?
C11 H11A 0.98 . ?
C11 H11B 0.98 . ?
C11 H11C 0.98 . ?
C12 C14 1.529(2) . ?
C12 C13 1.529(2) . ?
C12 P1 1.8576(16) . ?
C12 H12 1 . ?
C13 H13A 0.98 . ?
C13 H13B 0.98 . ?
C13 H13C 0.98 . ?
C14 H14A 0.98 . ?
C14 H14B 0.98 . ?
C14 H14C 0.98 . ?
C15 C16 1.400(2) . ?
C15 C20 1.405(2) . ?
C15 N1 1.425(2) . ?
C16 C17 1.394(2) . ?
C16 H16 0.95 . ?
C17 C18 1.378(3) . ?
C17 H17 0.95 . ?
C18 F1 1.367(2) . ?
C18 C19 1.370(3) . ?
C19 C20 1.389(2) . ?
C19 H19 0.95 . ?
C20 H20 0.95 . ?
C21 C26 1.399(2) . ?
C21 C22 1.402(2) . ?
C21 N2 1.425(2) . ?
C22 C23 1.388(2) . ?
C22 H22 0.95 . ?
C23 C24 1.379(3) . ?
C23 H23 0.95 . ?
C24 F2 1.3658(19) . ?
C24 C25 1.376(3) . ?
C25 C26 1.396(2) . ?
C25 H25 0.95 . ?
C26 H26 0.95 . ?
N1 N2 1.3897(18) . ?
N1 Ni1 1.9190(13) . ?
N2 Ni1 1.9131(12) . ?
Ni1 P2 2.1637(4) . ?
Ni1 P1 2.1653(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 P1 112.66(11) . . ?
C2 C1 H1A 109.1 . . ?
P1 C1 H1A 109.1 . . ?
C2 C1 H1B 109.1 . . ?
P1 C1 H1B 109.1 . . ?
H1A C1 H1B 107.8 . . ?
C1 C2 P2 112.61(11) . . ?
C1 C2 H2A 109.1 . . ?
P2 C2 H2A 109.1 . . ?
C1 C2 H2B 109.1 . . ?
P2 C2 H2B 109.1 . . ?
H2A C2 H2B 107.8 . . ?
C4 C3 C5 111.16(14) . . ?
C4 C3 P2 110.31(11) . . ?
C5 C3 P2 114.27(12) . . ?
C4 C3 H3 106.9 . . ?
C5 C3 H3 106.9 . . ?
P2 C3 H3 106.9 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C8 C6 C7 111.25(16) . . ?
C8 C6 P2 109.64(12) . . ?
C7 C6 P2 110.16(13) . . ?
C8 C6 H6 108.6 . . ?
C7 C6 H6 108.6 . . ?
P2 C6 H6 108.6 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C11 C9 C10 110.16(15) . . ?
C11 C9 P1 110.62(12) . . ?
C10 C9 P1 109.27(12) . . ?
C11 C9 H9 108.9 . . ?
C10 C9 H9 108.9 . . ?
P1 C9 H9 108.9 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C14 C12 C13 111.23(14) . . ?
C14 C12 P1 110.60(12) . . ?
C13 C12 P1 113.55(12) . . ?
C14 C12 H12 107 . . ?
C13 C12 H12 107 . . ?
P1 C12 H12 107 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 C20 118.47(15) . . ?
C16 C15 N1 125.42(14) . . ?
C20 C15 N1 116.09(15) . . ?
C17 C16 C15 120.53(16) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C18 C17 C16 118.76(18) . . ?
C18 C17 H17 120.6 . . ?
C16 C17 H17 120.6 . . ?
F1 C18 C19 118.74(17) . . ?
F1 C18 C17 118.67(18) . . ?
C19 C18 C17 122.59(17) . . ?
C18 C19 C20 118.66(16) . . ?
C18 C19 H19 120.7 . . ?
C20 C19 H19 120.7 . . ?
C19 C20 C15 120.97(17) . . ?
C19 C20 H20 119.5 . . ?
C15 C20 H20 119.5 . . ?
C26 C21 C22 118.75(15) . . ?
C26 C21 N2 125.79(14) . . ?
C22 C21 N2 115.45(14) . . ?
C23 C22 C21 121.12(16) . . ?
C23 C22 H22 119.4 . . ?
C21 C22 H22 119.4 . . ?
C24 C23 C22 118.27(16) . . ?
C24 C23 H23 120.9 . . ?
C22 C23 H23 120.9 . . ?
F2 C24 C25 119.02(16) . . ?
F2 C24 C23 118.29(16) . . ?
C25 C24 C23 122.69(16) . . ?
C24 C25 C26 118.73(16) . . ?
C24 C25 H25 120.6 . . ?
C26 C25 H25 120.6 . . ?
C25 C26 C21 120.40(15) . . ?
C25 C26 H26 119.8 . . ?
C21 C26 H26 119.8 . . ?
N2 N1 C15 110.69(13) . . ?
N2 N1 Ni1 68.51(7) . . ?
C15 N1 Ni1 105.40(9) . . ?
N1 N2 C21 111.34(12) . . ?
N1 N2 Ni1 68.96(7) . . ?
C21 N2 Ni1 105.11(9) . . ?
N2 Ni1 N1 42.52(5) . . ?
N2 Ni1 P2 156.25(4) . . ?
N1 Ni1 P2 113.82(4) . . ?
N2 Ni1 P1 112.29(4) . . ?
N1 Ni1 P1 154.79(4) . . ?
P2 Ni1 P1 91.391(17) . . ?
C9 P1 C1 105.87(8) . . ?
C9 P1 C12 104.50(8) . . ?
C1 P1 C12 103.22(8) . . ?
C9 P1 Ni1 114.80(6) . . ?
C1 P1 Ni1 107.82(6) . . ?
C12 P1 Ni1 119.33(6) . . ?
C6 P2 C2 105.84(8) . . ?
C6 P2 C3 103.78(8) . . ?
C2 P2 C3 103.28(7) . . ?
C6 P2 Ni1 116.05(6) . . ?
C2 P2 Ni1 107.76(5) . . ?
C3 P2 Ni1 118.76(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
P1 C1 C2 P2 31.10(17) . . . . ?
C20 C15 C16 C17 1.4(2) . . . . ?
N1 C15 C16 C17 -179.89(15) . . . . ?
C15 C16 C17 C18 -0.3(3) . . . . ?
C16 C17 C18 F1 179.25(16) . . . . ?
C16 C17 C18 C19 -1.2(3) . . . . ?
F1 C18 C19 C20 -179.02(15) . . . . ?
C17 C18 C19 C20 1.4(3) . . . . ?
C18 C19 C20 C15 -0.2(2) . . . . ?
C16 C15 C20 C19 -1.2(2) . . . . ?
N1 C15 C20 C19 180.00(14) . . . . ?
C26 C21 C22 C23 -1.8(2) . . . . ?
N2 C21 C22 C23 179.04(14) . . . . ?
C21 C22 C23 C24 0.1(2) . . . . ?
C22 C23 C24 F2 -179.42(15) . . . . ?
C22 C23 C24 C25 1.4(3) . . . . ?
F2 C24 C25 C26 179.75(15) . . . . ?
C23 C24 C25 C26 -1.1(3) . . . . ?
C24 C25 C26 C21 -0.7(2) . . . . ?
C22 C21 C26 C25 2.1(2) . . . . ?
N2 C21 C26 C25 -178.80(14) . . . . ?
C16 C15 N1 N2 0.2(2) . . . . ?
C20 C15 N1 N2 178.90(12) . . . . ?
C16 C15 N1 Ni1 72.62(16) . . . . ?
C20 C15 N1 Ni1 -108.68(13) . . . . ?
C15 N1 N2 C21 -162.40(12) . . . . ?
Ni1 N1 N2 C21 98.60(10) . . . . ?
C15 N1 N2 Ni1 99.00(10) . . . . ?
C26 C21 N2 N1 -4.3(2) . . . . ?
C22 C21 N2 N1 174.83(12) . . . . ?
C26 C21 N2 Ni1 68.61(16) . . . . ?
C22 C21 N2 Ni1 -112.25(12) . . . . ?
C11 C9 P1 C1 165.93(12) . . . . ?
C10 C9 P1 C1 -72.63(13) . . . . ?
C11 C9 P1 C12 57.32(14) . . . . ?
C10 C9 P1 C12 178.77(12) . . . . ?
C11 C9 P1 Ni1 -75.26(13) . . . . ?
C10 C9 P1 Ni1 46.18(13) . . . . ?
C2 C1 P1 C9 99.74(13) . . . . ?
C2 C1 P1 C12 -150.74(13) . . . . ?
C2 C1 P1 Ni1 -23.59(14) . . . . ?
C14 C12 P1 C9 -177.89(12) . . . . ?
C13 C12 P1 C9 56.24(14) . . . . ?
C14 C12 P1 C1 71.56(13) . . . . ?
C13 C12 P1 C1 -54.31(14) . . . . ?
C14 C12 P1 Ni1 -47.94(13) . . . . ?
C13 C12 P1 Ni1 -173.81(11) . . . . ?
C8 C6 P2 C2 177.40(13) . . . . ?
C7 C6 P2 C2 -59.85(14) . . . . ?
C8 C6 P2 C3 69.02(14) . . . . ?
C7 C6 P2 C3 -168.23(13) . . . . ?
C8 C6 P2 Ni1 -63.15(14) . . . . ?
C7 C6 P2 Ni1 59.60(14) . . . . ?
C1 C2 P2 C6 99.84(13) . . . . ?
C1 C2 P2 C3 -151.41(12) . . . . ?
C1 C2 P2 Ni1 -24.92(14) . . . . ?
C4 C3 P2 C6 179.12(11) . . . . ?
C5 C3 P2 C6 53.02(14) . . . . ?
C4 C3 P2 C2 68.83(13) . . . . ?
C5 C3 P2 C2 -57.26(14) . . . . ?
C4 C3 P2 Ni1 -50.31(13) . . . . ?
C5 C3 P2 Ni1 -176.40(11) . . . . ?

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
C11 H11B F1 0.98 2.64 3.585(2) 161.9 1_655
C13 H13B F2 0.98 2.54 3.502(2) 168.5 2_746

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 0.000 147 42 ' '
2 0.000 0.500 0.500 147 42 ' '
_platon_squeeze_details          
;
;



# END of CIF
####################################################################### 
# 
# 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_III-dz5b
_database_code_depnum_ccdc_archive 'CCDC 1474938'
_audit_update_record             
;
2016-04-19 deposited with the CCDC.
2016-05-16 downloaded from the CCDC.
;

_audit_creation_date             2016-04-13T19:49:30-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C26 H40 F2 N2 Ni P2'
_chemical_formula_sum            'C26 H40 F2 N2 Ni P2'
_chemical_formula_weight         539.25
_chemical_absolute_configuration syn

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'F d d 2'
_symmetry_space_group_name_Hall  'F 2 -2d'
_symmetry_Int_Tables_number      43
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-x+1/4, y+1/4, z+1/4'
'x+3/4, -y+3/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'-x+1/4, y+3/4, z+3/4'
'x+3/4, -y+5/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'-x+3/4, y+1/4, z+3/4'
'x+5/4, -y+3/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'-x+3/4, y+3/4, z+1/4'
'x+5/4, -y+5/4, z+1/4'

_cell_length_a                   38.069(2)
_cell_length_b                   17.3973(6)
_cell_length_c                   8.3793(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5549.6(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    4235
_cell_measurement_theta_min      4.529
_cell_measurement_theta_max      28.553

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       plate
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.06
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_F_000             2288
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2 2 -12 0.0293
-2 -2 12 0.0293
53 -3 0 0.1956
-53 3 0 0.1956
28 -21 -1 0.1163
-28 21 1 0.1163
30 20 1 0.126
-30 -20 -1 0.126

_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.844
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_absorpt_correction_T_min  0.797
_exptl_absorpt_correction_T_max  0.951
_shelx_estimated_absorpt_T_min   0.751
_shelx_estimated_absorpt_T_max   0.951

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 10.4685
_diffrn_orient_matrix_ub_11      0.0020693
_diffrn_orient_matrix_ub_12      0.0397522
_diffrn_orient_matrix_ub_13      0.0166597
_diffrn_orient_matrix_ub_21      0.0000392
_diffrn_orient_matrix_ub_22      -0.0081476
_diffrn_orient_matrix_ub_23      0.0828417
_diffrn_orient_matrix_ub_31      0.0185256
_diffrn_orient_matrix_ub_32      -0.0044002
_diffrn_orient_matrix_ub_33      -0.0020443
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_av_unetI/netI     0.0448
_diffrn_reflns_number            9727
_diffrn_reflns_limit_h_min       -49
_diffrn_reflns_limit_h_max       48
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.801
_diffrn_reflns_theta_max         29.491
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.924
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.924
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.853
_reflns_Friedel_fraction_full    0.955
_reflns_Friedel_fraction_max     0.773
_reflns_Friedel_coverage         0.736
_reflns_number_total             3301
_reflns_number_gt                2999
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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)+(0.0326P)²+3.4253P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3301
_refine_ls_number_parameters     154
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0391
_refine_ls_R_factor_gt           0.0319
_refine_ls_wR_factor_ref         0.0702
_refine_ls_wR_factor_gt          0.0661
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Flack x determined using 1204 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.006(8)
_refine_diff_density_max         0.562
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.053

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
C1 C 0.01502(8) -0.02941(18) 0.4859(3) 0.0277(7) Uani 1 1 d . . . . .
H1A H 0.0372 -0.0033 0.4562 0.033 Uiso 1 1 calc R U . . .
H1B H 0.0102 -0.0693 0.4045 0.033 Uiso 1 1 calc R U . . .
C2 C 0.06725(9) -0.10566(19) 0.6887(4) 0.0357(7) Uani 1 1 d . . . . .
H2 H 0.0706 -0.1338 0.7917 0.043 Uiso 1 1 calc R U . . .
C3 C 0.09127(9) -0.0352(2) 0.6954(5) 0.0468(9) Uani 1 1 d . . . . .
H3A H 0.0896 -0.0069 0.5945 0.07 Uiso 1 1 calc R U . . .
H3B H 0.1156 -0.0518 0.7123 0.07 Uiso 1 1 calc R U . . .
H3C H 0.084 -0.0018 0.7835 0.07 Uiso 1 1 calc R U . . .
C4 C 0.07807(11) -0.1610(2) 0.5564(5) 0.0522(10) Uani 1 1 d . . . . .
H4A H 0.0637 -0.2077 0.5628 0.078 Uiso 1 1 calc R U . . .
H4B H 0.1029 -0.1745 0.5689 0.078 Uiso 1 1 calc R U . . .
H4C H 0.0745 -0.1365 0.4524 0.078 Uiso 1 1 calc R U . . .
C5 C -0.00374(9) -0.16732(17) 0.6646(4) 0.0344(7) Uani 1 1 d . . . . .
H5 H 0.0049 -0.1945 0.5669 0.041 Uiso 1 1 calc R U . . .
C6 C -0.04312(10) -0.1534(2) 0.6453(6) 0.0514(11) Uani 1 1 d . . . . .
H6A H -0.052 -0.1257 0.7387 0.077 Uiso 1 1 calc R U . . .
H6B H -0.0553 -0.2029 0.6358 0.077 Uiso 1 1 calc R U . . .
H6C H -0.0473 -0.1228 0.549 0.077 Uiso 1 1 calc R U . . .
C7 C 0.00342(12) -0.2188(2) 0.8078(5) 0.0504(10) Uani 1 1 d . . . . .
H7A H 0.0286 -0.2299 0.8141 0.076 Uiso 1 1 calc R U . . .
H7B H -0.0096 -0.2671 0.7959 0.076 Uiso 1 1 calc R U . . .
H7C H -0.0041 -0.1927 0.9055 0.076 Uiso 1 1 calc R U . . .
C8 C 0.04594(7) -0.01025(16) 1.1070(4) 0.0256(6) Uani 1 1 d . . . . .
C9 C 0.07058(8) -0.06789(18) 1.1295(4) 0.0328(7) Uani 1 1 d . . . . .
C10 C 0.10495(9) -0.0546(2) 1.1730(5) 0.0407(8) Uani 1 1 d . . . . .
H10 H 0.1207 -0.0962 1.1902 0.049 Uiso 1 1 calc R U . . .
C11 C 0.11610(9) 0.0207(2) 1.1912(5) 0.0477(9) Uani 1 1 d . . . . .
H11 H 0.1398 0.0314 1.2188 0.057 Uiso 1 1 calc R U . . .
C12 C 0.09233(10) 0.0803(2) 1.1686(5) 0.0464(9) Uani 1 1 d . . . . .
H12 H 0.0999 0.1319 1.181 0.056 Uiso 1 1 calc R U . . .
C13 C 0.05772(8) 0.06549(19) 1.1282(4) 0.0336(7) Uani 1 1 d . . . . .
H13 H 0.0418 0.107 1.1146 0.04 Uiso 1 1 calc R U . . .
F1 F 0.05993(5) -0.14230(10) 1.1126(3) 0.0417(5) Uani 1 1 d . . . . .
N1 N 0.01082(6) -0.03247(13) 1.0749(3) 0.0232(5) Uani 1 1 d . . . . .
Ni1 Ni 0 0 0.86268(5) 0.02087(13) Uani 1 2 d S T P . .
P1 P 0.02052(2) -0.07584(4) 0.68229(9) 0.02467(17) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C1 1.535(6) 2 ?
C1 P1 1.845(3) . ?
C1 H1A 0.99 . ?
C1 H1B 0.99 . ?
C2 C4 1.525(5) . ?
C2 C3 1.530(5) . ?
C2 P1 1.854(3) . ?
C2 H2 1 . ?
C3 H3A 0.98 . ?
C3 H3B 0.98 . ?
C3 H3C 0.98 . ?
C4 H4A 0.98 . ?
C4 H4B 0.98 . ?
C4 H4C 0.98 . ?
C5 C7 1.522(5) . ?
C5 C6 1.527(5) . ?
C5 P1 1.846(3) . ?
C5 H5 1 . ?
C6 H6A 0.98 . ?
C6 H6B 0.98 . ?
C6 H6C 0.98 . ?
C7 H7A 0.98 . ?
C7 H7B 0.98 . ?
C7 H7C 0.98 . ?
C8 C9 1.386(4) . ?
C8 C13 1.403(4) . ?
C8 N1 1.417(3) . ?
C9 F1 1.364(4) . ?
C9 C10 1.378(4) . ?
C10 C11 1.385(5) . ?
C10 H10 0.95 . ?
C11 C12 1.389(5) . ?
C11 H11 0.95 . ?
C12 C13 1.385(5) . ?
C12 H12 0.95 . ?
C13 H13 0.95 . ?
N1 N1 1.398(5) 2 ?
N1 Ni1 1.911(2) . ?
Ni1 N1 1.911(2) 2 ?
Ni1 P1 2.1531(8) 2 ?
Ni1 P1 2.1532(8) . ?

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 C1 P1 112.12(12) 2 . ?
C1 C1 H1A 109.2 2 . ?
P1 C1 H1A 109.2 . . ?
C1 C1 H1B 109.2 2 . ?
P1 C1 H1B 109.2 . . ?
H1A C1 H1B 107.9 . . ?
C4 C2 C3 111.8(3) . . ?
C4 C2 P1 114.5(3) . . ?
C3 C2 P1 110.5(2) . . ?
C4 C2 H2 106.5 . . ?
C3 C2 H2 106.5 . . ?
P1 C2 H2 106.5 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C7 C5 C6 110.6(3) . . ?
C7 C5 P1 110.7(2) . . ?
C6 C5 P1 111.3(2) . . ?
C7 C5 H5 108 . . ?
C6 C5 H5 108 . . ?
P1 C5 H5 108 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 C13 116.5(3) . . ?
C9 C8 N1 117.8(3) . . ?
C13 C8 N1 125.6(3) . . ?
F1 C9 C10 118.0(3) . . ?
F1 C9 C8 118.1(3) . . ?
C10 C9 C8 123.9(3) . . ?
C9 C10 C11 118.6(3) . . ?
C9 C10 H10 120.7 . . ?
C11 C10 H10 120.7 . . ?
C10 C11 C12 119.4(3) . . ?
C10 C11 H11 120.3 . . ?
C12 C11 H11 120.3 . . ?
C13 C12 C11 121.0(3) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C12 C13 C8 120.6(3) . . ?
C12 C13 H13 119.7 . . ?
C8 C13 H13 119.7 . . ?
N1 N1 C8 109.6(3) 2 . ?
N1 N1 Ni1 68.54(7) 2 . ?
C8 N1 Ni1 107.42(17) . . ?
N1 Ni1 N1 42.92(14) . 2 ?
N1 Ni1 P1 155.88(7) . 2 ?
N1 Ni1 P1 113.20(8) 2 2 ?
N1 Ni1 P1 113.20(8) . . ?
N1 Ni1 P1 155.88(7) 2 . ?
P1 Ni1 P1 90.83(4) 2 . ?
C1 P1 C5 104.41(15) . . ?
C1 P1 C2 104.91(15) . . ?
C5 P1 C2 103.96(15) . . ?
C1 P1 Ni1 108.46(10) . . ?
C5 P1 Ni1 113.78(11) . . ?
C2 P1 Ni1 119.95(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
C13 C8 C9 F1 178.9(3) . . . . ?
N1 C8 C9 F1 2.8(4) . . . . ?
C13 C8 C9 C10 1.2(5) . . . . ?
N1 C8 C9 C10 -175.0(3) . . . . ?
F1 C9 C10 C11 -179.8(3) . . . . ?
C8 C9 C10 C11 -2.0(5) . . . . ?
C9 C10 C11 C12 1.4(6) . . . . ?
C10 C11 C12 C13 0.0(6) . . . . ?
C11 C12 C13 C8 -0.8(6) . . . . ?
C9 C8 C13 C12 0.3(5) . . . . ?
N1 C8 C13 C12 176.1(3) . . . . ?
C9 C8 N1 N1 172.9(2) . . . 2 ?
C13 C8 N1 N1 -2.8(3) . . . 2 ?
C9 C8 N1 Ni1 -114.2(3) . . . . ?
C13 C8 N1 Ni1 70.0(3) . . . . ?
C1 C1 P1 C5 96.9(3) 2 . . . ?
C1 C1 P1 C2 -154.0(3) 2 . . . ?
C1 C1 P1 Ni1 -24.7(3) 2 . . . ?
C7 C5 P1 C1 170.4(3) . . . . ?
C6 C5 P1 C1 -66.1(3) . . . . ?
C7 C5 P1 C2 60.6(3) . . . . ?
C6 C5 P1 C2 -175.8(3) . . . . ?
C7 C5 P1 Ni1 -71.6(3) . . . . ?
C6 C5 P1 Ni1 52.0(3) . . . . ?
C4 C2 P1 C1 -59.4(3) . . . . ?
C3 C2 P1 C1 67.9(3) . . . . ?
C4 C2 P1 C5 50.0(3) . . . . ?
C3 C2 P1 C5 177.3(3) . . . . ?
C4 C2 P1 Ni1 178.5(2) . . . . ?
C3 C2 P1 Ni1 -54.2(3) . . . . ?


# END of CIF
