# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1825404'
_audit_update_record             
;
2018-02-23 deposited with the CCDC.
2018-03-19 downloaded from the CCDC.
;
_cell_length_a                   11.0590(5)
_cell_length_b                   12.1681(6)
_cell_length_c                   15.1847(8)
_cell_angle_alpha                75.960(3)
_cell_angle_beta                 89.526(2)
_cell_angle_gamma                89.997(2)
_cell_volume                     1982.25(10)

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1 '
_symmetry_space_group_name_Hall  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Br -0.2901 2.4595 17.1789 2.1723 5.2358 16.5796 5.6377 0.2609 3.9851 41.4328
2.9557 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Ni 0.3393 1.1124 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421
1.0341 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645
1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            2

# Given Formula = C30 H60 Br2 F4 Ni2 P4 
# Dc =      1.50 Fooo =    924.00 Mu =     31.65 M =    897.92
# Found Formula = C30 H60 Br2 F4 Ni2 P4 
# Dc =      1.50 FOOO =    924.00 Mu =     31.65 M =    897.92

_chemical_formula_sum            'C30 H60 Br2 F4 Ni2 P4'
_chemical_formula_moiety         'C30 H60 Br2 F4 Ni2 P4'
_chemical_compound_source        ?
_chemical_formula_weight         897.92


_cell_measurement_reflns_used    9914
_cell_measurement_theta_min      3
_cell_measurement_theta_max      26
_cell_measurement_temperature    123

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_min          0.050
_exptl_crystal_size_mid          0.095
_exptl_crystal_size_max          0.095

_exptl_crystal_density_diffrn    1.504
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             924
_exptl_absorpt_coefficient_mu    3.165

# Sheldrick geometric approximatio 0.74 0.85 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min  0.75
_exptl_absorpt_correction_T_max  0.85
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      123
_diffrn_reflns_number            8104
_reflns_number_total             8104
_diffrn_reflns_av_R_equivalents  0.019
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 8104 
# Theoretical number of reflections is about 16335 


_diffrn_reflns_theta_min         1.725
_diffrn_reflns_theta_max         26.383
_diffrn_measured_fraction_theta_max 0.996

_diffrn_reflns_theta_full        26.383
_diffrn_measured_fraction_theta_full 0.996


_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       18
_reflns_limit_h_min              -13
_reflns_limit_h_max              13
_reflns_limit_k_min              -14
_reflns_limit_k_max              15
_reflns_limit_l_min              0
_reflns_limit_l_max              18

_oxford_diffrn_Wilson_B_factor   1.92
_oxford_diffrn_Wilson_scale      88.60

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.70
_refine_diff_density_max         0.79


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_refine_ls_number_reflns         8071
_refine_ls_number_restraints     0
_refine_ls_number_parameters     380
_oxford_refine_ls_R_factor_ref   0.0283
_refine_ls_wR_factor_ref         0.0627
_refine_ls_goodness_of_fit_ref   1.0189
_refine_ls_shift/su_max          0.0010804
_refine_ls_shift/su_mean         0.0000375


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        8071
_refine_ls_R_factor_all          0.0283
_refine_ls_wR_factor_all         0.0627

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                7290
_refine_ls_R_factor_gt           0.0252
_refine_ls_wR_factor_gt          0.0609

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.02P)² + 2.95P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Br1 Br 0.50834(2) 0.89096(2) 0.203982(17) 0.0306 1.0000 Uani . . . . . .
Ni2 Ni 0.50381(3) 0.73965(2) 0.334423(18) 0.0174 1.0000 Uani . . . . . .
P3 P 0.69862(5) 0.70976(5) 0.31405(4) 0.0195 1.0000 Uani . . . . . .
C4 C 0.7911(2) 0.8329(2) 0.31832(17) 0.0280 1.0000 Uani . . . . . .
C5 C 0.7782(3) 0.8707(3) 0.4059(2) 0.0422 1.0000 Uani . . . . . .
C6 C 0.7718(2) 0.5914(2) 0.39401(17) 0.0247 1.0000 Uani . . . . . .
C7 C 0.9052(2) 0.5718(2) 0.37751(19) 0.0346 1.0000 Uani . . . . . .
C8 C 0.7370(2) 0.6875(2) 0.20277(16) 0.0275 1.0000 Uani . . . . . .
C9 C 0.6724(3) 0.5869(2) 0.18230(19) 0.0373 1.0000 Uani . . . . . .
P10 P 0.31711(5) 0.78780(5) 0.36311(4) 0.0209 1.0000 Uani . . . . . .
C11 C 0.3077(2) 0.9348(2) 0.37067(18) 0.0281 1.0000 Uani . . . . . .
C12 C 0.3872(3) 0.9603(3) 0.4439(2) 0.0449 1.0000 Uani . . . . . .
C13 C 0.2090(2) 0.7833(2) 0.27343(18) 0.0296 1.0000 Uani . . . . . .
C14 C 0.2035(3) 0.6688(2) 0.2497(2) 0.0373 1.0000 Uani . . . . . .
C15 C 0.2427(2) 0.7086(2) 0.46767(18) 0.0315 1.0000 Uani . . . . . .
C16 C 0.1263(3) 0.7589(3) 0.4949(2) 0.0438 1.0000 Uani . . . . . .
C17 C 0.49705(19) 0.60580(18) 0.42959(15) 0.0174 1.0000 Uani . . . . . .
C18 C 0.5262(2) 0.59943(18) 0.51969(15) 0.0175 1.0000 Uani . . . . . .
C19 C 0.5293(2) 0.49923(19) 0.58557(14) 0.0177 1.0000 Uani . . . . . .
F20 F 0.55888(13) 0.50543(11) 0.67202(9) 0.0262 1.0000 Uani . . . . . .
F21 F 0.55543(13) 0.69706(11) 0.54451(9) 0.0259 1.0000 Uani . . . . . .
Br22 Br 0.01791(2) 0.06717(2) 0.250520(19) 0.0332 1.0000 Uani . . . . . .
Ni23 Ni 0.00698(3) 0.24184(2) 0.143416(19) 0.0169 1.0000 Uani . . . . . .
P24 P 0.19948(5) 0.27073(5) 0.17164(4) 0.0184 1.0000 Uani . . . . . .
C25 C 0.2682(2) 0.4065(2) 0.11394(17) 0.0245 1.0000 Uani . . . . . .
C26 C 0.4039(2) 0.4179(2) 0.12684(19) 0.0316 1.0000 Uani . . . . . .
C27 C 0.2965(2) 0.1644(2) 0.13997(16) 0.0237 1.0000 Uani . . . . . .
C28 C 0.2994(2) 0.1734(2) 0.03792(17) 0.0292 1.0000 Uani . . . . . .
C29 C 0.2342(2) 0.2575(2) 0.29142(16) 0.0256 1.0000 Uani . . . . . .
C30 C 0.1595(3) 0.3368(3) 0.33304(19) 0.0415 1.0000 Uani . . . . . .
P31 P -0.17868(5) 0.19582(5) 0.11107(4) 0.0201 1.0000 Uani . . . . . .
C32 C -0.2664(2) 0.2982(2) 0.02699(18) 0.0279 1.0000 Uani . . . . . .
C33 C -0.3838(2) 0.2519(2) -0.0023(2) 0.0362 1.0000 Uani . . . . . .
C34 C -0.2792(2) 0.1598(2) 0.21026(18) 0.0278 1.0000 Uani . . . . . .
C35 C -0.2942(3) 0.2559(3) 0.2575(2) 0.0427 1.0000 Uani . . . . . .
C36 C -0.1802(2) 0.0683(2) 0.06717(18) 0.0286 1.0000 Uani . . . . . .
C37 C -0.1234(3) 0.0893(2) -0.02836(19) 0.0368 1.0000 Uani . . . . . .
C38 C -0.00137(19) 0.38691(18) 0.06155(15) 0.0164 1.0000 Uani . . . . . .
C39 C 0.02114(19) 0.40776(18) -0.03158(15) 0.0170 1.0000 Uani . . . . . .
C40 C 0.02319(19) 0.51471(18) -0.08894(14) 0.0166 1.0000 Uani . . . . . .
F41 F 0.04419(13) 0.52220(11) -0.17956(9) 0.0253 1.0000 Uani . . . . . .
F42 F 0.04250(13) 0.31758(11) -0.06868(9) 0.0243 1.0000 Uani . . . . . .
H41 H 0.8762 0.8145 0.3106 0.0361 1.0000 Uiso R . . . . .
H42 H 0.7668 0.8950 0.2676 0.0360 1.0000 Uiso R . . . . .
H52 H 0.8318 0.9315 0.4056 0.0636 1.0000 Uiso R . . . . .
H51 H 0.7979 0.8081 0.4559 0.0637 1.0000 Uiso R . . . . .
H53 H 0.6973 0.8939 0.4120 0.0636 1.0000 Uiso R . . . . .
H62 H 0.7617 0.6047 0.4549 0.0310 1.0000 Uiso R . . . . .
H61 H 0.7258 0.5235 0.3906 0.0310 1.0000 Uiso R . . . . .
H71 H 0.9374 0.5114 0.4258 0.0538 1.0000 Uiso R . . . . .
H73 H 0.9507 0.6412 0.3777 0.0542 1.0000 Uiso R . . . . .
H72 H 0.9162 0.5524 0.3186 0.0542 1.0000 Uiso R . . . . .
H81 H 0.8238 0.6777 0.1983 0.0335 1.0000 Uiso R . . . . .
H82 H 0.7146 0.7570 0.1582 0.0342 1.0000 Uiso R . . . . .
H92 H 0.6928 0.5751 0.1246 0.0577 1.0000 Uiso R . . . . .
H91 H 0.6917 0.5182 0.2278 0.0583 1.0000 Uiso R . . . . .
H93 H 0.5856 0.5994 0.1841 0.0580 1.0000 Uiso R . . . . .
H111 H 0.3366 0.9838 0.3131 0.0350 1.0000 Uiso R . . . . .
H112 H 0.2237 0.9527 0.3802 0.0353 1.0000 Uiso R . . . . .
H122 H 0.3836 1.0402 0.4422 0.0700 1.0000 Uiso R . . . . .
H121 H 0.4704 0.9413 0.4356 0.0696 1.0000 Uiso R . . . . .
H123 H 0.3591 0.9168 0.5027 0.0697 1.0000 Uiso R . . . . .
H132 H 0.2363 0.8402 0.2200 0.0370 1.0000 Uiso R . . . . .
H131 H 0.1292 0.8050 0.2904 0.0365 1.0000 Uiso R . . . . .
H141 H 0.1437 0.6696 0.2035 0.0579 1.0000 Uiso R . . . . .
H143 H 0.2814 0.6539 0.2290 0.0579 1.0000 Uiso R . . . . .
H142 H 0.1834 0.6104 0.3037 0.0578 1.0000 Uiso R . . . . .
H151 H 0.2984 0.7045 0.5174 0.0393 1.0000 Uiso R . . . . .
H152 H 0.2257 0.6313 0.4618 0.0392 1.0000 Uiso R . . . . .
H162 H 0.0867 0.7035 0.5439 0.0677 1.0000 Uiso R . . . . .
H161 H 0.1447 0.8264 0.5142 0.0675 1.0000 Uiso R . . . . .
H163 H 0.0733 0.7775 0.4434 0.0683 1.0000 Uiso R . . . . .
H251 H 0.2268 0.4659 0.1364 0.0300 1.0000 Uiso R . . . . .
H252 H 0.2536 0.4178 0.0491 0.0304 1.0000 Uiso R . . . . .
H262 H 0.4309 0.4913 0.0947 0.0491 1.0000 Uiso R . . . . .
H261 H 0.4244 0.4078 0.1903 0.0484 1.0000 Uiso R . . . . .
H263 H 0.4465 0.3630 0.1038 0.0492 1.0000 Uiso R . . . . .
H272 H 0.3765 0.1686 0.1629 0.0303 1.0000 Uiso R . . . . .
H271 H 0.2608 0.0918 0.1696 0.0296 1.0000 Uiso R . . . . .
H281 H 0.3463 0.1110 0.0262 0.0436 1.0000 Uiso R . . . . .
H283 H 0.3391 0.2436 0.0071 0.0438 1.0000 Uiso R . . . . .
H282 H 0.2177 0.1716 0.0145 0.0436 1.0000 Uiso R . . . . .
H291 H 0.3192 0.2718 0.2980 0.0314 1.0000 Uiso R . . . . .
H292 H 0.2168 0.1797 0.3235 0.0315 1.0000 Uiso R . . . . .
H302 H 0.1766 0.3240 0.3958 0.0639 1.0000 Uiso R . . . . .
H301 H 0.1780 0.4132 0.3030 0.0636 1.0000 Uiso R . . . . .
H303 H 0.0738 0.3227 0.3256 0.0638 1.0000 Uiso R . . . . .
H321 H -0.2852 0.3633 0.0526 0.0352 1.0000 Uiso R . . . . .
H322 H -0.2159 0.3234 -0.0276 0.0348 1.0000 Uiso R . . . . .
H332 H -0.4263 0.3109 -0.0428 0.0557 1.0000 Uiso R . . . . .
H331 H -0.4349 0.2220 0.0489 0.0557 1.0000 Uiso R . . . . .
H333 H -0.3663 0.1948 -0.0329 0.0560 1.0000 Uiso R . . . . .
H342 H -0.3592 0.1428 0.1925 0.0345 1.0000 Uiso R . . . . .
H341 H -0.2469 0.0933 0.2529 0.0337 1.0000 Uiso R . . . . .
H351 H -0.3452 0.2339 0.3090 0.0653 1.0000 Uiso R . . . . .
H353 H -0.3264 0.3224 0.2168 0.0648 1.0000 Uiso R . . . . .
H352 H -0.2161 0.2762 0.2778 0.0647 1.0000 Uiso R . . . . .
H361 H -0.2641 0.0427 0.0667 0.0352 1.0000 Uiso R . . . . .
H362 H -0.1381 0.0075 0.1093 0.0358 1.0000 Uiso R . . . . .
H372 H -0.1181 0.0197 -0.0471 0.0564 1.0000 Uiso R . . . . .
H371 H -0.1740 0.1432 -0.0702 0.0569 1.0000 Uiso R . . . . .
H373 H -0.0429 0.1211 -0.0287 0.0570 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.105327(16)

loop_
_oxford_twin_element_scale_factors
0.9783(4)
0.0217(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Br1 . Ni2 . 2.3547(4) yes
Ni2 . P3 . 2.2165(7) yes
Ni2 . P10 . 2.2147(7) yes
Ni2 . C17 . 1.898(2) yes
P3 . C4 . 1.828(2) yes
P3 . C6 . 1.836(2) yes
P3 . C8 . 1.822(2) yes
C4 . C5 . 1.514(4) yes
C4 . H41 . 0.980 no
C4 . H42 . 0.979 no
C5 . H52 . 0.947 no
C5 . H51 . 0.963 no
C5 . H53 . 0.949 no
C6 . C7 . 1.523(3) yes
C6 . H62 . 0.983 no
C6 . H61 . 0.983 no
C7 . H71 . 0.973 no
C7 . H73 . 0.983 no
C7 . H72 . 0.986 no
C8 . C9 . 1.515(4) yes
C8 . H81 . 0.971 no
C8 . H82 . 0.980 no
C9 . H92 . 0.947 no
C9 . H91 . 0.972 no
C9 . H93 . 0.973 no
P10 . C11 . 1.823(2) yes
P10 . C13 . 1.830(2) yes
P10 . C15 . 1.834(3) yes
C11 . C12 . 1.513(4) yes
C11 . H111 . 0.982 no
C11 . H112 . 0.972 no
C12 . H122 . 0.967 no
C12 . H121 . 0.963 no
C12 . H123 . 0.970 no
C13 . C14 . 1.523(4) yes
C13 . H132 . 0.975 no
C13 . H131 . 0.972 no
C14 . H141 . 0.966 no
C14 . H143 . 0.947 no
C14 . H142 . 0.970 no
C15 . C16 . 1.522(4) yes
C15 . H151 . 0.970 no
C15 . H152 . 0.984 no
C16 . H162 . 0.975 no
C16 . H161 . 0.960 no
C16 . H163 . 0.963 no
C17 . C19 2_666 1.384(3) yes
C17 . C18 . 1.392(3) yes
C18 . C19 . 1.377(3) yes
C18 . F21 . 1.370(2) yes
C19 . F20 . 1.375(2) yes
Br22 . Ni23 . 2.3459(4) yes
Ni23 . P24 . 2.2197(6) yes
Ni23 . P31 . 2.2183(6) yes
Ni23 . C38 . 1.899(2) yes
P24 . C25 . 1.833(2) yes
P24 . C27 . 1.830(2) yes
P24 . C29 . 1.831(2) yes
C25 . C26 . 1.526(3) yes
C25 . H251 . 0.983 no
C25 . H252 . 0.975 no
C26 . H262 . 0.955 no
C26 . H261 . 0.970 no
C26 . H263 . 0.949 no
C27 . C28 . 1.527(3) yes
C27 . H272 . 0.959 no
C27 . H271 . 0.971 no
C28 . H281 . 0.969 no
C28 . H283 . 0.972 no
C28 . H282 . 0.976 no
C29 . C30 . 1.517(4) yes
C29 . H291 . 0.967 no
C29 . H292 . 0.973 no
C30 . H302 . 0.948 no
C30 . H301 . 0.952 no
C30 . H303 . 0.976 no
P31 . C32 . 1.836(2) yes
P31 . C34 . 1.830(3) yes
P31 . C36 . 1.832(2) yes
C32 . C33 . 1.527(3) yes
C32 . H321 . 0.986 no
C32 . H322 . 0.981 no
C33 . H332 . 0.951 no
C33 . H331 . 0.955 no
C33 . H333 . 0.944 no
C34 . C35 . 1.522(4) yes
C34 . H342 . 0.964 no
C34 . H341 . 0.975 no
C35 . H351 . 0.944 no
C35 . H353 . 0.962 no
C35 . H352 . 0.971 no
C36 . C37 . 1.539(4) yes
C36 . H361 . 0.980 no
C36 . H362 . 0.974 no
C37 . H372 . 0.959 no
C37 . H371 . 0.975 no
C37 . H373 . 0.970 no
C38 . C40 2_565 1.380(3) yes
C38 . C39 . 1.395(3) yes
C39 . C40 . 1.379(3) yes
C39 . F42 . 1.369(2) yes
C40 . F41 . 1.375(2) yes
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
Br1 . Ni2 . P3 . 89.424(19) yes
Br1 . Ni2 . P10 . 89.35(2) yes
P3 . Ni2 . P10 . 172.36(3) yes
Br1 . Ni2 . C17 . 172.87(7) yes
P3 . Ni2 . C17 . 89.93(7) yes
P10 . Ni2 . C17 . 92.21(7) yes
Ni2 . P3 . C4 . 112.02(9) yes
Ni2 . P3 . C6 . 118.02(8) yes
C4 . P3 . C6 . 104.16(12) yes
Ni2 . P3 . C8 . 114.50(9) yes
C4 . P3 . C8 . 102.36(11) yes
C6 . P3 . C8 . 104.10(12) yes
P3 . C4 . C5 . 114.09(18) yes
P3 . C4 . H41 . 108.7 no
C5 . C4 . H41 . 108.4 no
P3 . C4 . H42 . 107.3 no
C5 . C4 . H42 . 109.0 no
H41 . C4 . H42 . 109.3 no
C4 . C5 . H52 . 110.2 no
C4 . C5 . H51 . 108.7 no
H52 . C5 . H51 . 109.0 no
C4 . C5 . H53 . 109.2 no
H52 . C5 . H53 . 109.8 no
H51 . C5 . H53 . 109.9 no
P3 . C6 . C7 . 116.87(18) yes
P3 . C6 . H62 . 107.1 no
C7 . C6 . H62 . 109.0 no
P3 . C6 . H61 . 105.6 no
C7 . C6 . H61 . 108.9 no
H62 . C6 . H61 . 109.1 no
C6 . C7 . H71 . 110.8 no
C6 . C7 . H73 . 109.0 no
H71 . C7 . H73 . 107.5 no
C6 . C7 . H72 . 110.1 no
H71 . C7 . H72 . 109.7 no
H73 . C7 . H72 . 109.8 no
P3 . C8 . C9 . 113.15(17) yes
P3 . C8 . H81 . 109.6 no
C9 . C8 . H81 . 109.5 no
P3 . C8 . H82 . 106.6 no
C9 . C8 . H82 . 109.9 no
H81 . C8 . H82 . 107.9 no
C8 . C9 . H92 . 113.1 no
C8 . C9 . H91 . 110.3 no
H92 . C9 . H91 . 108.0 no
C8 . C9 . H93 . 108.8 no
H92 . C9 . H93 . 108.2 no
H91 . C9 . H93 . 108.4 no
Ni2 . P10 . C11 . 112.04(9) yes
Ni2 . P10 . C13 . 114.22(9) yes
C11 . P10 . C13 . 102.51(11) yes
Ni2 . P10 . C15 . 118.20(9) yes
C11 . P10 . C15 . 103.79(13) yes
C13 . P10 . C15 . 104.41(13) yes
P10 . C11 . C12 . 113.14(18) yes
P10 . C11 . H111 . 108.6 no
C12 . C11 . H111 . 106.2 no
P10 . C11 . H112 . 108.8 no
C12 . C11 . H112 . 111.0 no
H111 . C11 . H112 . 109.1 no
C11 . C12 . H122 . 109.9 no
C11 . C12 . H121 . 111.4 no
H122 . C12 . H121 . 108.0 no
C11 . C12 . H123 . 109.2 no
H122 . C12 . H123 . 109.4 no
H121 . C12 . H123 . 108.9 no
P10 . C13 . C14 . 113.45(18) yes
P10 . C13 . H132 . 106.0 no
C14 . C13 . H132 . 108.7 no
P10 . C13 . H131 . 109.9 no
C14 . C13 . H131 . 110.4 no
H132 . C13 . H131 . 108.1 no
C13 . C14 . H141 . 110.6 no
C13 . C14 . H143 . 107.5 no
H141 . C14 . H143 . 110.8 no
C13 . C14 . H142 . 109.5 no
H141 . C14 . H142 . 109.7 no
H143 . C14 . H142 . 108.8 no
P10 . C15 . C16 . 116.5(2) yes
P10 . C15 . H151 . 107.9 no
C16 . C15 . H151 . 106.1 no
P10 . C15 . H152 . 108.6 no
C16 . C15 . H152 . 108.6 no
H151 . C15 . H152 . 108.9 no
C15 . C16 . H162 . 109.4 no
C15 . C16 . H161 . 109.4 no
H162 . C16 . H161 . 110.2 no
C15 . C16 . H163 . 109.2 no
H162 . C16 . H163 . 109.3 no
H161 . C16 . H163 . 109.2 no
C19 2_666 C17 . Ni2 . 122.47(16) yes
C19 2_666 C17 . C18 . 112.38(19) yes
Ni2 . C17 . C18 . 124.98(16) yes
C17 . C18 . C19 . 123.3(2) yes
C17 . C18 . F21 . 118.83(19) yes
C19 . C18 . F21 . 117.82(19) yes
C17 2_666 C19 . C18 . 124.3(2) yes
C17 2_666 C19 . F20 . 118.53(19) yes
C18 . C19 . F20 . 117.18(19) yes
Br22 . Ni23 . P24 . 88.309(19) yes
Br22 . Ni23 . P31 . 88.374(19) yes
P24 . Ni23 . P31 . 173.71(3) yes
Br22 . Ni23 . C38 . 177.14(7) yes
P24 . Ni23 . C38 . 90.72(6) yes
P31 . Ni23 . C38 . 92.84(7) yes
Ni23 . P24 . C25 . 117.96(8) yes
Ni23 . P24 . C27 . 110.80(8) yes
C25 . P24 . C27 . 104.31(11) yes
Ni23 . P24 . C29 . 114.92(8) yes
C25 . P24 . C29 . 103.71(11) yes
C27 . P24 . C29 . 103.67(11) yes
P24 . C25 . C26 . 116.27(18) yes
P24 . C25 . H251 . 107.3 no
C26 . C25 . H251 . 108.3 no
P24 . C25 . H252 . 107.5 no
C26 . C25 . H252 . 107.8 no
H251 . C25 . H252 . 109.5 no
C25 . C26 . H262 . 110.0 no
C25 . C26 . H261 . 111.8 no
H262 . C26 . H261 . 108.1 no
C25 . C26 . H263 . 110.1 no
H262 . C26 . H263 . 108.4 no
H261 . C26 . H263 . 108.4 no
P24 . C27 . C28 . 113.15(17) yes
P24 . C27 . H272 . 110.0 no
C28 . C27 . H272 . 111.1 no
P24 . C27 . H271 . 105.4 no
C28 . C27 . H271 . 107.9 no
H272 . C27 . H271 . 109.1 no
C27 . C28 . H281 . 109.1 no
C27 . C28 . H283 . 109.4 no
H281 . C28 . H283 . 107.9 no
C27 . C28 . H282 . 110.8 no
H281 . C28 . H282 . 109.9 no
H283 . C28 . H282 . 109.6 no
P24 . C29 . C30 . 112.61(18) yes
P24 . C29 . H291 . 109.9 no
C30 . C29 . H291 . 109.6 no
P24 . C29 . H292 . 107.2 no
C30 . C29 . H292 . 109.0 no
H291 . C29 . H292 . 108.3 no
C29 . C30 . H302 . 109.9 no
C29 . C30 . H301 . 109.4 no
H302 . C30 . H301 . 109.9 no
C29 . C30 . H303 . 109.3 no
H302 . C30 . H303 . 109.1 no
H301 . C30 . H303 . 109.2 no
Ni23 . P31 . C32 . 118.97(8) yes
Ni23 . P31 . C34 . 113.44(9) yes
C32 . P31 . C34 . 103.79(12) yes
Ni23 . P31 . C36 . 111.93(9) yes
C32 . P31 . C36 . 103.42(12) yes
C34 . P31 . C36 . 103.72(12) yes
P31 . C32 . C33 . 114.99(18) yes
P31 . C32 . H321 . 108.2 no
C33 . C32 . H321 . 109.1 no
P31 . C32 . H322 . 107.9 no
C33 . C32 . H322 . 107.2 no
H321 . C32 . H322 . 109.4 no
C32 . C33 . H332 . 109.9 no
C32 . C33 . H331 . 110.9 no
H332 . C33 . H331 . 108.3 no
C32 . C33 . H333 . 109.8 no
H332 . C33 . H333 . 108.2 no
H331 . C33 . H333 . 109.7 no
P31 . C34 . C35 . 113.15(18) yes
P31 . C34 . H342 . 110.3 no
C35 . C34 . H342 . 106.0 no
P31 . C34 . H341 . 108.5 no
C35 . C34 . H341 . 109.6 no
H342 . C34 . H341 . 109.1 no
C34 . C35 . H351 . 110.8 no
C34 . C35 . H353 . 111.0 no
H351 . C35 . H353 . 109.6 no
C34 . C35 . H352 . 109.8 no
H351 . C35 . H352 . 107.9 no
H353 . C35 . H352 . 107.5 no
P31 . C36 . C37 . 112.10(17) yes
P31 . C36 . H361 . 108.2 no
C37 . C36 . H361 . 110.7 no
P31 . C36 . H362 . 109.3 no
C37 . C36 . H362 . 110.6 no
H361 . C36 . H362 . 105.7 no
C36 . C37 . H372 . 110.3 no
C36 . C37 . H371 . 108.3 no
H372 . C37 . H371 . 110.1 no
C36 . C37 . H373 . 110.3 no
H372 . C37 . H373 . 109.0 no
H371 . C37 . H373 . 108.9 no
C40 2_565 C38 . Ni23 . 123.27(16) yes
C40 2_565 C38 . C39 . 112.15(19) yes
Ni23 . C38 . C39 . 124.46(16) yes
C38 . C39 . C40 . 123.6(2) yes
C38 . C39 . F42 . 118.62(19) yes
C40 . C39 . F42 . 117.76(19) yes
C38 2_565 C40 . C39 . 124.2(2) yes
C38 2_565 C40 . F41 . 118.53(19) yes
C39 . C40 . F41 . 117.21(19) yes


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: hexane'
####################################################################### 
# 
# 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_1pF_VT_110K_rnp1416_twin1_hklf4
_database_code_depnum_ccdc_archive 'CCDC 1825440'
_audit_update_record             
;
2018-02-23 deposited with the CCDC.
2018-03-19 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT434_1pF_VT_110K_rnp1416_twin1_hklf4 
;
PROBLEM: Short Inter HL..HL Contact I2       ..F1               2.68 Ang.
RESPONSE: This is due to halogen bonding
;
# Added during the CSD deposition process: Friday 23 February 2018 12:47 PM
# end Validation Reply Form

_audit_creation_date             2014-06-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.05.21 svn.r2940 for OlexSys, GUI svn.r4846)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C18 H30 F5 I Ni P2'
_chemical_formula_sum            'C18 H30 F5 I Ni P2'
_chemical_formula_weight         588.97
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H30 F5 I1 Ni1 P2'
_chemical_oxdiff_usercomment     "Vargini's Ni(F)(PEt3)2(C6F4I) 200K"
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'I 1 2 1'
_space_group_name_Hall           'I 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'

_cell_length_a                   8.0074(4)
_cell_length_b                   11.3665(4)
_cell_length_c                   12.9665(5)
_cell_angle_alpha                90
_cell_angle_beta                 94.616(4)
_cell_angle_gamma                90
_cell_volume                     1176.34(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2977
_cell_measurement_temperature    199.8(10)
_cell_measurement_theta_max      31.0520
_cell_measurement_theta_min      4.2670
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.313
_exptl_absorpt_correction_T_max  0.920
_exptl_absorpt_correction_T_min  0.598
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
'CrysAlisPro, Agilent Technologies, Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET) (compiled Mar 27 2014,17:12:48) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.663
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             588.000
_exptl_crystal_size_max          0.3567
_exptl_crystal_size_mid          0.0699
_exptl_crystal_size_min          0.0364
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0189
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            4258
_diffrn_reflns_point_group_measured_fraction_full 0.909
_diffrn_reflns_point_group_measured_fraction_max 0.882
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.042
_diffrn_reflns_theta_min         2.890
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      199.8(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega    7.00   93.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -       24.5042   57.0000  -60.0000 86

#__ type_ start__ end____ width___ exp.time_
  2 omega   22.00   66.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -       24.5042  -99.0000 -180.0000 44

#__ type_ start__ end____ width___ exp.time_
  3 omega   -6.00   50.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -       24.5042   77.0000   30.0000 56

#__ type_ start__ end____ width___ exp.time_
  4 omega  -38.00   41.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -       24.5042  -57.0000   60.0000 79

#__ type_ start__ end____ width___ exp.time_
  5 omega  -13.00   94.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -       24.5042   19.0000 -120.0000 107
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0651904000
_diffrn_orient_matrix_UB_12      -0.0287167000
_diffrn_orient_matrix_UB_13      0.0305990000
_diffrn_orient_matrix_UB_21      -0.0232995000
_diffrn_orient_matrix_UB_22      -0.0542768000
_diffrn_orient_matrix_UB_23      -0.0239981000
_diffrn_orient_matrix_UB_31      0.0558257000
_diffrn_orient_matrix_UB_32      0.0109792000
_diffrn_orient_matrix_UB_33      -0.0386965000
loop_
_diffrn_oxdiff_twin_id
_diffrn_oxdiff_twin_ratio
_diffrn_oxdiff_twin_reflns_isolated
_diffrn_oxdiff_twin_reflns_overlapped
1 0.7656 2935 1933
2 0.2344 2925 1933

_diffrn_oxdiff_twin_integration_method simultaneous
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.694
_reflns_Friedel_fraction_full    0.809
_reflns_Friedel_fraction_max     0.759
_reflns_number_gt                4000
_reflns_number_total             4258
_reflns_special_details          
;
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies, Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET) (compiled Mar 27 2014,17:12:48)'
_computing_data_collection       
'CrysAlisPro, Agilent Technologies, Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET) (compiled Mar 27 2014,17:12:48)'
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies, Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET) (compiled Mar 27 2014,17:12:48)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.769
_refine_diff_density_min         -0.532
_refine_diff_density_rms         0.096
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.040(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     129
_refine_ls_number_reflns         4258
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0312
_refine_ls_R_factor_gt           0.0287
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0596P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0783
_refine_ls_wR_factor_ref         0.0801
_refine_special_details          
;The crystal exhibited multi-crystal twinning hich was
modelled using a two component model with CrysAlisPro with a refined BASF of
0.1946(8).,Twin
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C7(H7A,H7B), C9(H9A,H9B)
2.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C8(H8A,H8B,H8C), C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   ?
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 0.0000 0.3633(9) 0.0000 0.022(2) Uani 1 2 d S T P . .
C2 C -0.1424(7) 0.4312(5) 0.0119(4) 0.0199(10) Uani 1 1 d . . . . .
C3 C -0.1458(8) 0.5511(5) 0.0106(5) 0.0257(11) Uani 1 1 d . . . . .
C4 C 0.0000 0.6156(8) 0.0000 0.0197(16) Uani 1 2 d S T P . .
C5 C -0.0356(7) 0.3075(7) 0.2429(4) 0.0336(11) Uani 1 1 d . . . . .
H5A H -0.0171 0.3871 0.2150 0.040 Uiso 1 1 calc R . . . .
H5B H -0.1568 0.2904 0.2310 0.040 Uiso 1 1 calc R . . . .
C6 C 0.0089(8) 0.3110(8) 0.3594(4) 0.0379(13) Uani 1 1 d . . . . .
H6A H 0.1226 0.3421 0.3735 0.057 Uiso 1 1 calc GR . . . .
H6B H 0.0034 0.2312 0.3877 0.057 Uiso 1 1 calc GR . . . .
H6C H -0.0706 0.3618 0.3919 0.057 Uiso 1 1 calc GR . . . .
C7 C 0.2972(7) 0.2412(7) 0.1960(5) 0.0358(13) Uani 1 1 d . . . . .
H7A H 0.3150 0.3228 0.1727 0.043 Uiso 1 1 calc R . . . .
H7B H 0.3247 0.2386 0.2718 0.043 Uiso 1 1 calc R . . . .
C8 C 0.4158(9) 0.1594(9) 0.1438(8) 0.059(2) Uani 1 1 d . . . . .
H8A H 0.3946 0.1657 0.0685 0.088 Uiso 1 1 calc GR . . . .
H8B H 0.3970 0.0781 0.1652 0.088 Uiso 1 1 calc GR . . . .
H8C H 0.5320 0.1818 0.1641 0.088 Uiso 1 1 calc GR . . . .
C9 C 0.0581(8) 0.0603(5) 0.2307(4) 0.0339(13) Uani 1 1 d . . . . .
H9A H 0.1227 0.0011 0.1944 0.041 Uiso 1 1 calc R . . . .
H9B H 0.1084 0.0659 0.3028 0.041 Uiso 1 1 calc R . . . .
C10 C -0.1208(9) 0.0183(8) 0.2320(6) 0.053(2) Uani 1 1 d . . . . .
H10A H -0.1653 -0.0007 0.1614 0.079 Uiso 1 1 calc GR . . . .
H10B H -0.1890 0.0805 0.2600 0.079 Uiso 1 1 calc GR . . . .
H10C H -0.1241 -0.0520 0.2755 0.079 Uiso 1 1 calc GR . . . .
F1 F 0.0000 0.0368(4) 0.0000 0.0416(13) Uani 1 2 d S T P . .
F2 F -0.2893(5) 0.3746(4) 0.0259(3) 0.0314(9) Uani 1 1 d . . . . .
F3 F -0.2908(5) 0.6081(3) 0.0209(4) 0.0371(10) Uani 1 1 d . . . . .
I2 I 0.0000 0.80078(2) 0.0000 0.03081(16) Uani 1 2 d S T P . .
Ni1 Ni 0.0000 0.19795(9) 0.0000 0.0181(2) Uani 1 2 d S T P . .
P4 P 0.07711(16) 0.20231(13) 0.16776(10) 0.0208(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.396(8) . ?
C1 C2 1.396(8) 2 ?
C1 Ni1 1.879(10) . ?
C2 C3 1.363(7) . ?
C2 F2 1.365(7) . ?
C3 C4 1.394(9) . ?
C3 F3 1.345(7) . ?
C4 C3 1.394(9) 2 ?
C4 I2 2.105(10) . ?
C5 C6 1.524(7) . ?
C5 P4 1.826(6) . ?
C7 C8 1.526(11) . ?
C7 P4 1.825(6) . ?
C9 C10 1.511(9) . ?
C9 P4 1.821(6) . ?
F1 Ni1 1.832(5) . ?
Ni1 P4 2.2135(13) . ?
Ni1 P4 2.2135(13) 2 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C2 112.8(8) . 2 ?
C2 C1 Ni1 123.6(4) 2 . ?
C2 C1 Ni1 123.6(4) . . ?
C3 C2 C1 124.6(7) . . ?
C3 C2 F2 117.1(6) . . ?
F2 C2 C1 118.3(5) . . ?
C2 C3 C4 120.7(7) . . ?
F3 C3 C2 119.8(7) . . ?
F3 C3 C4 119.5(6) . . ?
C3 C4 C3 116.6(9) . 2 ?
C3 C4 I2 121.7(4) 2 . ?
C3 C4 I2 121.7(4) . . ?
C6 C5 P4 117.4(5) . . ?
C8 C7 P4 112.9(5) . . ?
C10 C9 P4 113.5(5) . . ?
C1 Ni1 P4 88.72(5) . . ?
C1 Ni1 P4 88.72(5) . 2 ?
F1 Ni1 C1 180.0 . . ?
F1 Ni1 P4 91.28(5) . . ?
F1 Ni1 P4 91.28(5) . 2 ?
P4 Ni1 P4 177.43(10) . 2 ?
C5 P4 Ni1 115.37(18) . . ?
C7 P4 C5 104.2(3) . . ?
C7 P4 Ni1 113.0(2) . . ?
C9 P4 C5 106.2(3) . . ?
C9 P4 C7 103.8(3) . . ?
C9 P4 Ni1 113.2(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 -2.0(10) . . . . ?
C1 C2 C3 F3 178.8(4) . . . . ?
C2 C1 C2 C3 1.0(5) 2 . . . ?
C2 C1 C2 F2 -178.9(5) 2 . . . ?
C2 C1 Ni1 P4 86.0(3) 2 . . . ?
C2 C1 Ni1 P4 86.0(3) . . . 2 ?
C2 C1 Ni1 P4 -94.0(3) 2 . . 2 ?
C2 C1 Ni1 P4 -94.0(3) . . . . ?
C2 C3 C4 C3 0.9(5) . . . 2 ?
C2 C3 C4 I2 -179.1(5) . . . . ?
C6 C5 P4 C7 -57.5(7) . . . . ?
C6 C5 P4 C9 51.8(6) . . . . ?
C6 C5 P4 Ni1 178.0(5) . . . . ?
C8 C7 P4 C5 177.5(6) . . . . ?
C8 C7 P4 C9 66.5(6) . . . . ?
C8 C7 P4 Ni1 -56.5(6) . . . . ?
C10 C9 P4 C5 61.5(5) . . . . ?
C10 C9 P4 C7 171.0(5) . . . . ?
C10 C9 P4 Ni1 -66.0(5) . . . . ?
F2 C2 C3 C4 177.9(3) . . . . ?
F2 C2 C3 F3 -1.3(10) . . . . ?
F3 C3 C4 C3 -179.9(6) . . . 2 ?
F3 C3 C4 I2 0.1(6) . . . . ?
Ni1 C1 C2 C3 -179.0(5) . . . . ?
Ni1 C1 C2 F2 1.1(5) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-2 0 -2 0.0187 -1.9990 -0.0030 -2.4801 -0.2061 0.1063 -0.0157
0 -1 0 0.1898 0.0008 -1.0002 -0.0008 0.0288 0.0543 -0.0109
0 1 0 0.1668 -0.0008 1.0002 0.0008 -0.0288 -0.0543 0.0109
-2 0 4 0.0364 -2.0001 -0.0022 3.5196 -0.0226 -0.0377 -0.2479
2 0 -4 0.0334 2.0001 0.0022 -3.5196 0.0226 0.0377 0.2479
2 0 2 0.0177 1.9990 0.0030 2.4801 0.2061 -0.1063 0.0157

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Hexane'
####################################################################### 
# 
# 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_1pF_rnp1332a_twin1_hklf4
_database_code_depnum_ccdc_archive 'CCDC 1825439'
_audit_update_record             
;
2018-02-23 deposited with the CCDC.
2018-03-19 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT029_1pF_rnp1332a_twin1_hklf4 
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.887 Why?
RESPONSE: The crystal exhibited non-merohedral twinning which was modelled as two components using CrysalisPro. Inclusion of both components of the twin gave a poorer fit than just using a single component from the twin analysis, as judged by the R, wR2, GOOF quality factors and the anisotropic displacement ellipsoid shapes. Therefore, only data from the major component was used with reflections with significant overlap with the minor component omitted.  This lead to poorer data coverage than ideal.
;
_vrf_PLAT434_1pF_rnp1332a_twin1_hklf4 
;
PROBLEM: Short Inter HL..HL Contact I1       ..F1               2.65 Ang.
RESPONSE: This is due to halogen bonding
;
_vrf_PLAT987_1pF_rnp1332a_twin1_hklf4 
;
PROBLEM: The Flack x is &gt;&gt; 0 -  Do a BASF/TWIN Refinement     Please Check
RESPONSE: The Flack parameter is consistent with the crystal being a racemic twin, however it is not currently possible to model non-merohedral and racemic twinning at the same time..
;
# Added during the CSD deposition process: Friday 23 February 2018 12:47 PM
# end Validation Reply Form

_audit_creation_date             2014-06-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.05.21 svn.r2940 for OlexSys, GUI svn.r4846)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C18 H30 F5 I Ni P2'
_chemical_formula_sum            'C18 H30 F5 I Ni P2'
_chemical_formula_weight         588.97
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H30 F5 I1 Ni1 P2'
_chemical_oxdiff_usercomment     "Vargini's Ni(F)(PEt3)2(C6F4I)"
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'I 1 2 1'
_space_group_name_Hall           'I 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'

_cell_length_a                   7.8675(5)
_cell_length_b                   11.3291(3)
_cell_length_c                   12.9347(6)
_cell_angle_alpha                90
_cell_angle_beta                 94.392(5)
_cell_angle_gamma                90
_cell_volume                     1149.51(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3697
_cell_measurement_temperature    110.05(10)
_cell_measurement_theta_max      31.2660
_cell_measurement_theta_min      3.1250
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.367
_exptl_absorpt_correction_T_max  0.875
_exptl_absorpt_correction_T_min  0.689
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.702
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             588
_exptl_crystal_size_max          0.2226
_exptl_crystal_size_mid          0.1261
_exptl_crystal_size_min          0.0726
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_unetI/netI     0.0383
_diffrn_reflns_Laue_measured_fraction_full 0.887
_diffrn_reflns_Laue_measured_fraction_max 0.863
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            5693
_diffrn_reflns_point_group_measured_fraction_full 0.874
_diffrn_reflns_point_group_measured_fraction_max 0.847
_diffrn_reflns_theta_full        25.214
_diffrn_reflns_theta_max         26.348
_diffrn_reflns_theta_min         2.931
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      110.05(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.887
_diffrn_measured_fraction_theta_max 0.863
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -101.00  -64.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -25.1392 -178.0000   30.0000 37

#__ type_ start__ end____ width___ exp.time_
  2 omega  -17.00   77.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       26.5455   19.0000   30.0000 94

#__ type_ start__ end____ width___ exp.time_
  3 omega  -42.00   61.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       26.5455    0.0000  -30.0000 103

#__ type_ start__ end____ width___ exp.time_
  4 omega  -20.00   68.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       26.5455  -99.0000    0.0000 88

#__ type_ start__ end____ width___ exp.time_
  5 omega   -4.00   97.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       26.5455   77.0000 -180.0000 101

#__ type_ start__ end____ width___ exp.time_
  6 omega  -42.00   48.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       26.5455  -57.0000 -180.0000 90

#__ type_ start__ end____ width___ exp.time_
  7 omega  -46.00  100.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       26.5455    0.0000 -180.0000 146
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0008588000
_diffrn_orient_matrix_UB_12      0.0268449000
_diffrn_orient_matrix_UB_13      -0.0494513000
_diffrn_orient_matrix_UB_21      0.0683320000
_diffrn_orient_matrix_UB_22      -0.0372185000
_diffrn_orient_matrix_UB_23      -0.0118535000
_diffrn_orient_matrix_UB_31      -0.0592822000
_diffrn_orient_matrix_UB_32      -0.0426073000
_diffrn_orient_matrix_UB_33      -0.0208729000
loop_
_diffrn_oxdiff_twin_id
_diffrn_oxdiff_twin_ratio
_diffrn_oxdiff_twin_reflns_isolated
_diffrn_oxdiff_twin_reflns_overlapped
1 0.7287 3726 2951
2 0.2713 0 2950

_diffrn_oxdiff_twin_integration_method simultaneous
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.865
_reflns_Friedel_fraction_full    0.859
_reflns_Friedel_fraction_max     0.830
_reflns_number_gt                1952
_reflns_number_total             2011
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.750
_refine_diff_density_min         -0.802
_refine_diff_density_rms         0.094
_refine_ls_abs_structure_details 
;
 Flack x determined using 882 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.087(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     128
_refine_ls_number_reflns         2011
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0266
_refine_ls_R_factor_gt           0.0255
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0345P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0592
_refine_ls_wR_factor_ref         0.0595
_refine_special_details          
;The crystal exhibited multi-crytal twinning which was modelled using
CrysAlisPro.  Inclusion of two components gave a poorer fit than just
using a single component from the twin analysis,  Therefore, just data
from the major component was used with the reflections with significant
overlap with the minor component removed.

The ADP of F1 was restrained to be approximately isotropic.,Twin
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(F1) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
3.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C7(H7A,H7B), C9(H9A,H9B)
3.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C8(H8A,H8B,H8C), C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   ?
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 0.0000 0.3680(12) 0.0000 0.016(3) Uani 1 2 d S T P . .
C2 C 0.1442(8) 0.4357(6) -0.0114(5) 0.0117(13) Uani 1 1 d . . . . .
C3 C 0.1471(10) 0.5565(6) -0.0117(5) 0.0178(14) Uani 1 1 d . . . . .
C4 C 0.0000 0.6211(10) 0.0000 0.012(2) Uani 1 2 d S T P . .
C5 C -0.0374(7) 0.3122(8) 0.2429(4) 0.0205(11) Uani 1 1 d . . . . .
H5A H -0.0226 0.3920 0.2137 0.025 Uiso 1 1 calc R . . . .
H5B H -0.1601 0.2925 0.2326 0.025 Uiso 1 1 calc R . . . .
C6 C 0.0106(8) 0.3180(8) 0.3586(4) 0.0209(13) Uani 1 1 d . . . . .
H6A H 0.1274 0.3477 0.3708 0.031 Uiso 1 1 calc GR . . . .
H6B H 0.0033 0.2389 0.3886 0.031 Uiso 1 1 calc GR . . . .
H6C H -0.0678 0.3712 0.3912 0.031 Uiso 1 1 calc GR . . . .
C7 C 0.3017(8) 0.2487(6) 0.1949(5) 0.0209(13) Uani 1 1 d . . . . .
H7A H 0.3182 0.3307 0.1712 0.025 Uiso 1 1 calc R . . . .
H7B H 0.3298 0.2464 0.2708 0.025 Uiso 1 1 calc R . . . .
C8 C 0.4241(9) 0.1667(7) 0.1418(6) 0.0318(18) Uani 1 1 d . . . . .
H8A H 0.3757 0.1478 0.0716 0.048 Uiso 1 1 calc GR . . . .
H8B H 0.4405 0.0937 0.1820 0.048 Uiso 1 1 calc GR . . . .
H8C H 0.5342 0.2063 0.1378 0.048 Uiso 1 1 calc GR . . . .
C9 C 0.0626(7) 0.0658(5) 0.2322(5) 0.0194(13) Uani 1 1 d . . . . .
H9A H 0.1304 0.0066 0.1969 0.023 Uiso 1 1 calc R . . . .
H9B H 0.1126 0.0731 0.3045 0.023 Uiso 1 1 calc R . . . .
C10 C -0.1189(8) 0.0215(7) 0.2335(5) 0.0298(16) Uani 1 1 d . . . . .
H10A H -0.1704 0.0157 0.1623 0.045 Uiso 1 1 calc GR . . . .
H10B H -0.1850 0.0766 0.2729 0.045 Uiso 1 1 calc GR . . . .
H10C H -0.1187 -0.0565 0.2663 0.045 Uiso 1 1 calc GR . . . .
F1 F 0.0000 0.0405(4) 0.0000 0.0265(14) Uani 1 2 d S TU P . .
F2 F 0.2934(5) 0.3794(3) -0.0259(3) 0.0203(9) Uani 1 1 d . . . . .
F3 F 0.2953(5) 0.6132(4) -0.0228(4) 0.0233(10) Uani 1 1 d . . . . .
I1 I 0.0000 0.80612(2) 0.0000 0.01916(17) Uani 1 2 d S T P . .
Ni1 Ni 0.0000 0.20268(10) 0.0000 0.0120(3) Uani 1 2 d S T P . .
P1 P 0.08000(19) 0.20765(15) 0.16730(11) 0.0141(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.387(10) . ?
C1 C2 1.387(10) 2 ?
C1 Ni1 1.873(13) . ?
C2 C3 1.369(8) . ?
C2 F2 1.362(8) . ?
C3 C4 1.387(10) . ?
C3 F3 1.348(9) . ?
C4 C3 1.387(10) 2 ?
C4 I1 2.096(11) . ?
C5 C6 1.517(8) . ?
C5 P1 1.830(7) . ?
C7 C8 1.538(10) . ?
C7 P1 1.814(6) . ?
C9 C10 1.515(8) . ?
C9 P1 1.823(6) . ?
F1 Ni1 1.837(5) . ?
Ni1 P1 2.2076(15) 2 ?
Ni1 P1 2.2076(15) . ?

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 C2 112.8(11) . 2 ?
C2 C1 Ni1 123.6(6) . . ?
C2 C1 Ni1 123.6(6) 2 . ?
C3 C2 C1 124.6(9) . . ?
F2 C2 C1 118.5(7) . . ?
F2 C2 C3 116.9(7) . . ?
C2 C3 C4 120.8(8) . . ?
F3 C3 C2 119.4(8) . . ?
F3 C3 C4 119.7(7) . . ?
C3 C4 C3 116.3(10) . 2 ?
C3 C4 I1 121.8(5) 2 . ?
C3 C4 I1 121.8(5) . . ?
C6 C5 P1 117.2(5) . . ?
C8 C7 P1 112.5(5) . . ?
C10 C9 P1 113.6(4) . . ?
C1 Ni1 P1 88.54(6) . 2 ?
C1 Ni1 P1 88.54(6) . . ?
F1 Ni1 C1 180.0 . . ?
F1 Ni1 P1 91.46(6) . . ?
F1 Ni1 P1 91.46(6) . 2 ?
P1 Ni1 P1 177.07(12) 2 . ?
C5 P1 Ni1 115.00(19) . . ?
C7 P1 C5 104.2(3) . . ?
C7 P1 C9 103.9(3) . . ?
C7 P1 Ni1 113.4(2) . . ?
C9 P1 C5 105.4(3) . . ?
C9 P1 Ni1 113.8(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 0.1(12) . . . . ?
C1 C2 C3 F3 179.7(4) . . . . ?
C2 C1 C2 C3 -0.1(6) 2 . . . ?
C2 C1 C2 F2 -178.3(6) 2 . . . ?
C2 C1 Ni1 P1 -94.8(3) . . . 2 ?
C2 C1 Ni1 P1 85.2(3) 2 . . 2 ?
C2 C1 Ni1 P1 -94.8(3) 2 . . . ?
C2 C1 Ni1 P1 85.2(3) . . . . ?
C2 C3 C4 C3 -0.1(5) . . . 2 ?
C2 C3 C4 I1 179.9(5) . . . . ?
C6 C5 P1 C7 -56.1(7) . . . . ?
C6 C5 P1 C9 53.0(6) . . . . ?
C6 C5 P1 Ni1 179.1(5) . . . . ?
C8 C7 P1 C5 177.4(5) . . . . ?
C8 C7 P1 C9 67.2(5) . . . . ?
C8 C7 P1 Ni1 -56.8(5) . . . . ?
C10 C9 P1 C5 62.1(5) . . . . ?
C10 C9 P1 C7 171.4(4) . . . . ?
C10 C9 P1 Ni1 -64.8(5) . . . . ?
F2 C2 C3 C4 178.4(4) . . . . ?
F2 C2 C3 F3 -2.1(11) . . . . ?
F3 C3 C4 C3 -179.6(7) . . . 2 ?
F3 C3 C4 I1 0.4(7) . . . . ?
Ni1 C1 C2 C3 179.9(6) . . . . ?
Ni1 C1 C2 F2 1.7(6) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1 0 -1 0.0363 0.9993 -0.0005 -0.9977 0.0502 0.0801 -0.0384
2 -5 -1 0.0736 1.9978 -4.9966 -0.9925 -0.0833 0.3342 0.1152
1 3 3 0.0883 0.9972 2.9982 2.9981 -0.0669 -0.0790 -0.2494
-1 -3 -3 0.0883 -0.9972 -2.9982 -2.9981 0.0669 0.0790 0.2494
2 0 3 0.0696 1.9958 0.0005 3.0019 -0.1467 0.1008 -0.1810
-2 3 -4 0.0804 -1.9952 2.9967 -4.0033 0.2767 -0.2004 0.0742
-1 0 2 0.0297 -0.9999 0.0009 1.9971 -0.0996 -0.0920 0.0176
-2 -2 3 0.0450 -1.9992 -1.9969 2.9961 -0.2035 -0.0978 0.1411
-1 0 1 0.0363 -0.9993 0.0005 0.9977 -0.0502 -0.0801 0.0384
0 0 1 0.0541 -0.0005 0.0003 0.9994 -0.0494 -0.0119 -0.0208
1 1 -3 0.0561 1.0005 0.9980 -2.9972 0.1759 0.0667 -0.0393
3 0 1 0.0591 2.9957 -0.0004 1.0048 -0.0471 0.1928 -0.1985
-2 4 1 0.0950 -1.9979 3.9974 0.9932 0.0565 -0.2971 -0.0726
-1 0 -4 0.0532 -0.9965 -0.0010 -3.9995 0.1969 -0.0206 0.1426
-1 2 3 0.0616 -1.0003 1.9995 2.9952 -0.0953 -0.1783 -0.0884
0 -3 1 0.0823 -0.0007 -2.9972 1.0014 -0.1300 0.0996 0.1068

_olex2_submission_original_sample_id rnp1332
_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Hexane'
####################################################################### 
# 
# 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_rnp1405a
_database_code_depnum_ccdc_archive 'CCDC 1825452'
_audit_update_record             
;
2018-02-23 deposited with the CCDC.
2018-03-19 downloaded from the CCDC.
;
_audit_creation_date             2018-02-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C18 H30 F4 Ni P2'
_chemical_formula_sum            'C18 H30 F4 Ni P2'
_chemical_formula_weight         443.07
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H30 F4 Ni1 P2'
_chemical_oxdiff_usercomment     'Vargini Ni(f)(PEt3)2(C6F4I)'
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'
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      tetragonal
_space_group_IT_number           96
_space_group_name_H-M_alt        'P 43 21 2'
_space_group_name_Hall           'P 4nw 2abw'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y+1/2, x+1/2, z+3/4'
'-x, -y, z+1/2'
'y+1/2, -x+1/2, z+1/4'
'x+1/2, -y+1/2, -z+1/4'
'-x+1/2, y+1/2, -z+3/4'
'y, x, -z'
'-y, -x, -z+1/2'

_cell_length_a                   8.13398(18)
_cell_length_b                   8.13398(18)
_cell_length_c                   31.6136(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2091.61(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2396
_cell_measurement_temperature    110.05(10)
_cell_measurement_theta_max      31.8160
_cell_measurement_theta_min      3.5810
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.113
_exptl_absorpt_correction_T_max  0.957
_exptl_absorpt_correction_T_min  0.796
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.407
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.3048
_exptl_crystal_size_mid          0.242
_exptl_crystal_size_min          0.0399
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0375
_diffrn_reflns_av_unetI/netI     0.0731
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.930
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -3
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -46
_diffrn_reflns_number            6224
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.903
_diffrn_reflns_theta_full        26.32
_diffrn_reflns_theta_max         31.995
_diffrn_reflns_theta_min         2.813
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      110.05(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.930
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -45.00   46.00   1.0000   24.0000
omega____ theta____ kappa____ phi______ frames
    -       26.4802  -37.0000  -90.0000 91

#__ type_ start__ end____ width___ exp.time_
  2 omega    7.00   38.00   1.0000   24.0000
omega____ theta____ kappa____ phi______ frames
    -       26.4802   19.0000  150.0000 31
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0105988000
_diffrn_orient_matrix_UB_12      -0.0201935000
_diffrn_orient_matrix_UB_13      -0.0216575000
_diffrn_orient_matrix_UB_21      -0.0223444000
_diffrn_orient_matrix_UB_22      -0.0812869000
_diffrn_orient_matrix_UB_23      0.0057389000
_diffrn_orient_matrix_UB_31      -0.0836245000
_diffrn_orient_matrix_UB_32      0.0242472000
_diffrn_orient_matrix_UB_33      0.0012030000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.597
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.861
_reflns_number_gt                2986
_reflns_number_total             3289
_reflns_odcompleteness_completeness 99.56
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.708
_refine_diff_density_min         -0.745
_refine_diff_density_rms         0.088
_refine_ls_abs_structure_details 
;
 Flack x determined using 948 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.043(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.210
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     117
_refine_ls_number_reflns         3289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0637
_refine_ls_R_factor_gt           0.0549
_refine_ls_restrained_S_all      1.210
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0206P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0860
_refine_ls_wR_factor_ref         0.0890
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C6(H6A,H6B), C8(H8A,H8B)
2.b Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C7(H7A,H7B,H7C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.7323(4) 0.7929(4) 0.01845(11) 0.0175(7) Uani 1 1 d . . . . .
C2 C 0.8020(5) 0.9252(4) 0.03796(11) 0.0247(8) Uani 1 1 d . . . . .
C3 C 0.9368(4) 0.9981(4) 0.01885(12) 0.0292(9) Uani 1 1 d . . . . .
C4 C 0.4571(4) 0.3936(4) 0.08134(10) 0.0192(7) Uani 1 1 d . . . . .
H4A H 0.3813 0.3995 0.1058 0.023 Uiso 1 1 calc R . . . .
H4B H 0.4315 0.2918 0.0655 0.023 Uiso 1 1 calc R . . . .
C5 C 0.6330(5) 0.3841(5) 0.09753(14) 0.0433(11) Uani 1 1 d . . . . .
H5A H 0.7077 0.3637 0.0738 0.065 Uiso 1 1 calc GR . . . .
H5B H 0.6424 0.2943 0.1181 0.065 Uiso 1 1 calc GR . . . .
H5C H 0.6623 0.4882 0.1112 0.065 Uiso 1 1 calc GR . . . .
C6 C 0.2108(4) 0.5376(5) 0.02769(11) 0.0221(8) Uani 1 1 d . . . . .
H6A H 0.1846 0.6265 0.0074 0.027 Uiso 1 1 calc R . . . .
H6B H 0.2086 0.4326 0.0118 0.027 Uiso 1 1 calc R . . . .
C7 C 0.0744(4) 0.5323(5) 0.06112(12) 0.0286(9) Uani 1 1 d . . . . .
H7A H -0.0309 0.5080 0.0474 0.043 Uiso 1 1 calc GR . . . .
H7B H 0.0677 0.6390 0.0754 0.043 Uiso 1 1 calc GR . . . .
H7C H 0.0992 0.4464 0.0819 0.043 Uiso 1 1 calc GR . . . .
C8 C 0.4041(5) 0.7405(4) 0.08455(11) 0.0223(8) Uani 1 1 d . . . . .
H8A H 0.3222 0.7114 0.1065 0.027 Uiso 1 1 calc R . . . .
H8B H 0.5113 0.7566 0.0988 0.027 Uiso 1 1 calc R . . . .
C9 C 0.3525(5) 0.9019(5) 0.06337(13) 0.0334(10) Uani 1 1 d . . . . .
H9A H 0.4252 0.9244 0.0393 0.050 Uiso 1 1 calc GR . . . .
H9B H 0.3604 0.9919 0.0839 0.050 Uiso 1 1 calc GR . . . .
H9C H 0.2389 0.8925 0.0533 0.050 Uiso 1 1 calc GR . . . .
F1 F 0.7463(3) 0.9911(3) 0.07501(7) 0.0348(6) Uani 1 1 d . . . . .
F2 F 1.0102(3) 1.1319(3) 0.03632(8) 0.0450(7) Uani 1 1 d . . . . .
Ni1 Ni 0.61112(5) 0.61112(5) 0.0000 0.01433(14) Uani 1 2 d S T P . .
P1 P 0.42175(11) 0.57057(11) 0.04714(2) 0.01526(18) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C1 1.359(7) 7 ?
C1 C2 1.364(5) . ?
C1 Ni1 1.870(3) . ?
C2 C3 1.386(5) . ?
C2 F1 1.365(4) . ?
C3 C3 1.385(8) 7 ?
C3 F2 1.358(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.521(5) . ?
C4 P1 1.824(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.533(5) . ?
C6 P1 1.842(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.532(5) . ?
C8 P1 1.825(3) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
Ni1 C1 1.870(3) 7 ?
Ni1 P1 2.1684(9) . ?
Ni1 P1 2.1684(9) 7 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 C1 C2 121.6(2) 7 . ?
C1 C1 Ni1 68.70(10) 7 . ?
C2 C1 Ni1 169.7(3) . . ?
C1 C2 C3 118.0(3) . . ?
C1 C2 F1 124.1(3) . . ?
F1 C2 C3 117.9(3) . . ?
C3 C3 C2 120.4(2) 7 . ?
F2 C3 C2 120.9(3) . . ?
F2 C3 C3 118.7(2) . 7 ?
H4A C4 H4B 107.8 . . ?
C5 C4 H4A 109.0 . . ?
C5 C4 H4B 109.0 . . ?
C5 C4 P1 112.8(3) . . ?
P1 C4 H4A 109.0 . . ?
P1 C4 H4B 109.0 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
H6A C6 H6B 107.3 . . ?
C7 C6 H6A 108.1 . . ?
C7 C6 H6B 108.1 . . ?
C7 C6 P1 116.6(2) . . ?
P1 C6 H6A 108.1 . . ?
P1 C6 H6B 108.1 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
H8A C8 H8B 107.8 . . ?
C9 C8 H8A 109.0 . . ?
C9 C8 H8B 109.0 . . ?
C9 C8 P1 112.8(3) . . ?
P1 C8 H8A 109.0 . . ?
P1 C8 H8B 109.0 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C1 Ni1 C1 42.6(2) 7 . ?
C1 Ni1 P1 106.28(10) . . ?
C1 Ni1 P1 106.28(10) 7 7 ?
C1 Ni1 P1 148.88(10) 7 . ?
C1 Ni1 P1 148.88(10) . 7 ?
P1 Ni1 P1 104.84(5) . 7 ?
C4 P1 C6 103.29(16) . . ?
C4 P1 C8 103.06(16) . . ?
C4 P1 Ni1 114.56(11) . . ?
C6 P1 Ni1 117.03(12) . . ?
C8 P1 C6 104.67(17) . . ?
C8 P1 Ni1 112.72(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
C1 C1 C2 C3 0.5(6) 7 . . . ?
C1 C1 C2 F1 180.0(4) 7 . . . ?
C1 C1 Ni1 P1 -1.5(4) 7 . . 7 ?
C1 C1 Ni1 P1 179.2(2) 7 . . . ?
C1 C2 C3 C3 -0.2(6) . . . 7 ?
C1 C2 C3 F2 178.9(3) . . . . ?
C2 C1 Ni1 C1 -178.3(18) . . . 7 ?
C2 C1 Ni1 P1 0.9(16) . . . . ?
C5 C4 P1 C6 173.7(3) . . . . ?
C5 C4 P1 C8 -77.6(3) . . . . ?
C5 C4 P1 Ni1 45.2(3) . . . . ?
C7 C6 P1 C4 61.1(3) . . . . ?
C7 C6 P1 C8 -46.4(3) . . . . ?
C7 C6 P1 Ni1 -172.0(2) . . . . ?
C9 C8 P1 C4 -172.9(3) . . . . ?
C9 C8 P1 C6 -65.2(3) . . . . ?
C9 C8 P1 Ni1 63.0(3) . . . . ?
F1 C2 C3 C3 -179.7(4) . . . 7 ?
F1 C2 C3 F2 -0.6(5) . . . . ?
Ni1 C1 C2 F1 -1.9(18) . . . . ?


loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 -1 1 0.0119 -0.0000 -1.0000 1.0000 -0.0015 0.0870 -0.0230
0 1 -1 0.0279 0.0000 1.0000 -1.0000 0.0015 -0.0870 0.0230
0 0 -1 0.1267 0.0000 0.0000 -1.0000 0.0217 -0.0057 -0.0012
0 0 1 0.1017 -0.0000 -0.0000 1.0000 -0.0217 0.0057 0.0012
1 0 1 0.1598 1.0000 0.0000 1.0000 -0.0323 -0.0166 -0.0824
-1 0 -4 0.1011 -1.0000 0.0000 -4.0000 0.0972 -0.0006 0.0788
-1 0 4 0.0916 -1.0000 -0.0000 4.0000 -0.0760 0.0453 0.0884
2 -1 -4 0.1266 2.0000 -1.0000 -4.0000 0.0856 0.0136 -0.1963

_olex2_computing_structure_refinement_long 'ShelXL (Sheldrick, 2008)'
_olex2_computing_structure_solution_long 'ShelXS (Sheldrick, 2008)'
_olex2_date_sample_data_collection 2014-01-31
_olex2_date_sample_submission    1386374400
_olex2_exptl_crystal_mounting_method 'Oil on loop.'
_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Hexane'
####################################################################### 
# 
# 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_1oI(alpha)_rnp1331
_database_code_depnum_ccdc_archive 'CCDC 1825449'
_audit_update_record             
;
2018-02-23 deposited with the CCDC.
2018-03-19 downloaded from the CCDC.
;
_audit_creation_date             2018-01-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        "Vargini's Ni(I)(PEt3)2(C6F4I)"
_chemical_formula_moiety         'C18 H30 F4 I2 Ni P2'
_chemical_formula_sum            'C18 H30 F4 I2 Ni P2'
_chemical_formula_weight         696.87
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H30 F4 I2 Ni1 P2'
_chemical_oxdiff_usercomment     "Vargini's Ni(I)(PEt3)2(C6F4I)"
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           36
_space_group_name_H-M_alt        'C m c 21'
_space_group_name_Hall           'C 2c -2'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   12.6196(2)
_cell_length_b                   14.8011(4)
_cell_length_c                   13.2994(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2484.11(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7693
_cell_measurement_temperature    110.05(10)
_cell_measurement_theta_max      32.2220
_cell_measurement_theta_min      3.1790
_shelx_estimated_absorpt_T_max   0.872
_shelx_estimated_absorpt_T_min   0.506
_exptl_absorpt_coefficient_mu    3.427
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.491
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.863
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1352
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.0203
-1 0 0 0.0203
0 0 1 0.0718
0 3 -2 0.1038
0 -3 2 0.1038
0 0 -1 0.0718
-1 -3 -2 0.0880
1 -1 -1 0.0657
-1 1 1 0.0625
-2 0 -1 0.0427
1 3 2 0.0880
2 0 -1 0.0469

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Benzene'
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.144
_exptl_crystal_size_min          0.041
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.9990 0.0004 -0.0003 0.0128 -0.0438 -0.0144
-0.9990 -0.0004 0.0003 -0.0128 0.0438 0.0144
0.0004 0.0003 0.9995 0.0451 0.0040 0.0281
-0.0003 2.9975 -2.0014 -0.0127 0.0589 -0.1904
0.0003 -2.9975 2.0014 0.0127 -0.0589 0.1904
-0.0004 -0.0003 -0.9995 -0.0451 -0.0040 -0.0281
-1.0003 -2.9990 -1.9962 -0.1806 -0.0310 0.0924
0.9984 -0.9992 -0.9989 -0.0582 -0.0701 0.0022
-0.9984 0.9992 0.9989 0.0582 0.0701 -0.0022
-1.9984 -0.0011 -0.9989 -0.0708 0.0837 0.0008
1.0003 2.9990 1.9962 0.1806 0.0310 -0.0924
1.9976 0.0005 -1.0000 -0.0195 -0.0916 -0.0570

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0210
_diffrn_reflns_av_unetI/netI     0.0265
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8209
_diffrn_reflns_point_group_measured_fraction_full 0.955
_diffrn_reflns_point_group_measured_fraction_max 0.930
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.054
_diffrn_reflns_theta_min         3.063
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      110.05(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -22.00  30.00   1.00   18.00    --  -25.17  77.00 120.00   52
  2  ω     19.00  89.00   1.00   18.00    --   26.57  77.00-180.00   70
  3  ω     34.00  73.00   1.00   18.00    --   26.57  77.00 -30.00   39
  4  ω      6.00  63.00   1.00   18.00    --   26.57  57.00  90.00   57
  5  ω     34.00 103.00   1.00   18.00    --   26.57-178.00  60.00   69
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0128197000
_diffrn_orient_matrix_UB_12      0.0259003000
_diffrn_orient_matrix_UB_13      0.0451556000
_diffrn_orient_matrix_UB_21      -0.0438711000
_diffrn_orient_matrix_UB_22      0.0223101000
_diffrn_orient_matrix_UB_23      0.0039832000
_diffrn_orient_matrix_UB_31      -0.0144221000
_diffrn_orient_matrix_UB_32      -0.0447400000
_diffrn_orient_matrix_UB_33      0.0281344000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.791
_reflns_Friedel_fraction_full    0.909
_reflns_Friedel_fraction_max     0.857
_reflns_number_gt                3400
_reflns_number_total             3532
_reflns_odcompleteness_completeness 99.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.01
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.477
_refine_diff_density_min         -1.024
_refine_diff_density_rms         0.076
_refine_ls_abs_structure_details 
;
 Flack x determined using 1452 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.004(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         3532
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0220
_refine_ls_R_factor_gt           0.0204
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0186P)²+0.8287P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0434
_refine_ls_wR_factor_ref         0.0447
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C9(H9A,H9B), C11(H11A,H11B)
2.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.0000 0.2854(3) 0.2569(3) 0.0164(8) Uani 1 2 d S T P . .
C2 C 0.0000 0.2665(3) 0.1536(3) 0.0168(9) Uani 1 2 d S T P . .
C3 C 0.0000 0.3341(3) 0.0819(3) 0.0174(9) Uani 1 2 d S T P . .
C4 C 0.0000 0.4239(3) 0.1083(4) 0.0209(9) Uani 1 2 d S T P . .
C5 C 0.0000 0.4456(3) 0.2097(3) 0.0190(9) Uani 1 2 d S T P . .
C6 C 0.0000 0.3767(3) 0.2796(3) 0.0157(8) Uani 1 2 d S T P . .
C7 C 0.2421(3) 0.2574(3) 0.2639(3) 0.0263(7) Uani 1 1 d . . . . .
H7A H 0.2198 0.2287 0.2001 0.032 Uiso 1 1 calc R . . . .
H7B H 0.2159 0.3204 0.2628 0.032 Uiso 1 1 calc R . . . .
C8 C 0.3633(3) 0.2602(4) 0.2658(3) 0.0454(12) Uani 1 1 d . . . . .
H8A H 0.3891 0.2938 0.2072 0.068 Uiso 1 1 calc GR . . . .
H8B H 0.3912 0.1984 0.2638 0.068 Uiso 1 1 calc GR . . . .
H8C H 0.3872 0.2901 0.3275 0.068 Uiso 1 1 calc GR . . . .
C9 C 0.2410(4) 0.0880(3) 0.3696(3) 0.0412(11) Uani 1 1 d . . . . .
H9A H 0.3187 0.0973 0.3696 0.049 Uiso 1 1 calc R . . . .
H9B H 0.2221 0.0574 0.4332 0.049 Uiso 1 1 calc R . . . .
C10 C 0.2123(5) 0.0263(3) 0.2823(4) 0.0585(16) Uani 1 1 d . . . . .
H10A H 0.2305 0.0560 0.2188 0.088 Uiso 1 1 calc GR . . . .
H10B H 0.1361 0.0136 0.2838 0.088 Uiso 1 1 calc GR . . . .
H10C H 0.2518 -0.0305 0.2882 0.088 Uiso 1 1 calc GR . . . .
C11 C 0.2313(3) 0.2501(3) 0.4806(3) 0.0297(8) Uani 1 1 d . . . . .
H11A H 0.2153 0.2104 0.5386 0.036 Uiso 1 1 calc R . . . .
H11B H 0.3093 0.2530 0.4737 0.036 Uiso 1 1 calc R . . . .
C12 C 0.1902(4) 0.3441(3) 0.5035(3) 0.0377(10) Uani 1 1 d . . . . .
H12A H 0.2034 0.3837 0.4458 0.057 Uiso 1 1 calc GR . . . .
H12B H 0.2268 0.3681 0.5628 0.057 Uiso 1 1 calc GR . . . .
H12C H 0.1139 0.3413 0.5168 0.057 Uiso 1 1 calc GR . . . .
F1 F 0.0000 0.3152(2) -0.0181(2) 0.0262(6) Uani 1 2 d S T P . .
F2 F 0.0000 0.4890(2) 0.0389(2) 0.0333(8) Uani 1 2 d S T P . .
F3 F 0.0000 0.53256(19) 0.2377(2) 0.0305(7) Uani 1 2 d S T P . .
F4 F 0.0000 0.40470(19) 0.3768(2) 0.0237(6) Uani 1 2 d S T P . .
I1 I 0.0000 0.09792(2) 0.51692(2) 0.03705(11) Uani 1 2 d S T P . .
I2 I 0.0000 0.13306(2) 0.10079(2) 0.02483(8) Uani 1 2 d S T P . .
Ni1 Ni 0.0000 0.19874(4) 0.36301(4) 0.01893(12) Uani 1 2 d S T P . .
P1 P 0.17629(8) 0.19852(6) 0.36690(7) 0.02392(19) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.403(6) . ?
C1 C6 1.385(6) . ?
C1 Ni1 1.907(4) . ?
C2 C3 1.381(6) . ?
C2 I2 2.096(4) . ?
C3 C4 1.375(6) . ?
C3 F1 1.359(5) . ?
C4 C5 1.387(7) . ?
C4 F2 1.334(5) . ?
C5 C6 1.380(6) . ?
C5 F3 1.340(5) . ?
C6 F4 1.357(6) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.530(6) . ?
C7 P1 1.824(4) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.521(7) . ?
C9 P1 1.828(4) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.516(5) . ?
C11 P1 1.831(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
I1 Ni1 2.5332(6) . ?
Ni1 P1 2.2254(10) 3 ?
Ni1 P1 2.2254(10) . ?

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 Ni1 126.2(3) . . ?
C6 C1 C2 114.1(4) . . ?
C6 C1 Ni1 119.7(3) . . ?
C1 C2 I2 121.1(3) . . ?
C3 C2 C1 122.1(4) . . ?
C3 C2 I2 116.8(3) . . ?
C4 C3 C2 121.6(4) . . ?
F1 C3 C2 121.8(4) . . ?
F1 C3 C4 116.6(4) . . ?
C3 C4 C5 118.2(4) . . ?
F2 C4 C3 121.5(4) . . ?
F2 C4 C5 120.3(4) . . ?
C6 C5 C4 118.9(4) . . ?
F3 C5 C4 119.6(4) . . ?
F3 C5 C6 121.5(4) . . ?
C5 C6 C1 125.1(4) . . ?
F4 C6 C1 120.4(4) . . ?
F4 C6 C5 114.6(4) . . ?
H7A C7 H7B 107.3 . . ?
C8 C7 H7A 108.0 . . ?
C8 C7 H7B 108.0 . . ?
C8 C7 P1 117.1(3) . . ?
P1 C7 H7A 108.0 . . ?
P1 C7 H7B 108.0 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
H9A C9 H9B 107.6 . . ?
C10 C9 H9A 108.6 . . ?
C10 C9 H9B 108.6 . . ?
C10 C9 P1 114.6(3) . . ?
P1 C9 H9A 108.6 . . ?
P1 C9 H9B 108.6 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
H11A C11 H11B 107.5 . . ?
C12 C11 H11A 108.6 . . ?
C12 C11 H11B 108.6 . . ?
C12 C11 P1 114.8(3) . . ?
P1 C11 H11A 108.6 . . ?
P1 C11 H11B 108.6 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C1 Ni1 I1 173.81(13) . . ?
C1 Ni1 P1 91.04(3) . . ?
C1 Ni1 P1 91.04(3) . 3 ?
P1 Ni1 I1 88.87(3) . . ?
P1 Ni1 I1 88.87(3) 3 . ?
P1 Ni1 P1 177.33(5) . 3 ?
C7 P1 C9 103.8(2) . . ?
C7 P1 C11 104.4(2) . . ?
C7 P1 Ni1 115.93(12) . . ?
C9 P1 C11 100.79(19) . . ?
C9 P1 Ni1 116.65(19) . . ?
C11 P1 Ni1 113.42(13) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 0.000(1) . . . . ?
C1 C2 C3 F1 180.000(1) . . . . ?
C2 C1 C6 C5 0.000(1) . . . . ?
C2 C1 C6 F4 180.000(1) . . . . ?
C2 C3 C4 C5 0.000(1) . . . . ?
C2 C3 C4 F2 180.000(1) . . . . ?
C3 C4 C5 C6 0.000(1) . . . . ?
C3 C4 C5 F3 180.000(1) . . . . ?
C4 C5 C6 C1 0.000(1) . . . . ?
C4 C5 C6 F4 180.000(1) . . . . ?
C6 C1 C2 C3 0.000(1) . . . . ?
C6 C1 C2 I2 180.000(1) . . . . ?
C8 C7 P1 C9 -52.0(4) . . . . ?
C8 C7 P1 C11 53.2(4) . . . . ?
C8 C7 P1 Ni1 178.7(3) . . . . ?
C10 C9 P1 C7 -71.8(4) . . . . ?
C10 C9 P1 C11 -179.7(4) . . . . ?
C10 C9 P1 Ni1 57.1(4) . . . . ?
C12 C11 P1 C7 74.4(4) . . . . ?
C12 C11 P1 C9 -178.1(4) . . . . ?
C12 C11 P1 Ni1 -52.7(4) . . . . ?
F1 C3 C4 C5 180.000(1) . . . . ?
F1 C3 C4 F2 0.000(1) . . . . ?
F2 C4 C5 C6 180.000(1) . . . . ?
F2 C4 C5 F3 0.000(1) . . . . ?
F3 C5 C6 C1 180.000(1) . . . . ?
F3 C5 C6 F4 0.000(1) . . . . ?
I2 C2 C3 C4 180.000(1) . . . . ?
I2 C2 C3 F1 0.000(1) . . . . ?
Ni1 C1 C2 C3 180.000(1) . . . . ?
Ni1 C1 C2 I2 0.000(1) . . . . ?
Ni1 C1 C6 C5 180.000(1) . . . . ?
Ni1 C1 C6 F4 0.000(1) . . . . ?

_olex2_date_sample_data_collection 2013-08-15
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.258
_oxdiff_exptl_absorpt_empirical_full_min 0.882
####################################################################### 
# 
# 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_1oI(beta)_rnp1538a
_database_code_depnum_ccdc_archive 'CCDC 1825451'
_audit_update_record             
;
2018-02-23 deposited with the CCDC.
2018-03-19 downloaded from the CCDC.
;

_audit_creation_date             2018-02-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H30 F4 I2 Ni P2'
_chemical_formula_sum            'C18 H30 F4 I2 Ni P2'
_chemical_formula_weight         696.87
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H30 F4 I2 Ni1 P2'
_chemical_oxdiff_usercomment     'Sarah SP202 rpt'
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.0519(2)
_cell_length_b                   14.4485(3)
_cell_length_c                   24.3473(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4943.18(16)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6938
_cell_measurement_temperature    110.05(10)
_cell_measurement_theta_max      31.8480
_cell_measurement_theta_min      3.6290
_shelx_estimated_absorpt_T_max   0.877
_shelx_estimated_absorpt_T_min   0.431
_exptl_absorpt_coefficient_mu    3.444
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.325
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.873
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2704
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 0 0.0194
0 1 0 0.0194
-1 0 2 0.1358
1 0 -2 0.1338
-1 0 -2 0.0789
1 0 2 0.0709

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Chloroform'
_exptl_crystal_size_max          0.294
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.039
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0018 -0.9994 -0.0034 -0.0488 0.0048 -0.0025
0.0018 0.9994 0.0034 0.0488 -0.0048 0.0025
-1.0024 0.0003 1.9957 -0.0057 -0.0721 -0.0268
1.0024 -0.0003 -1.9957 0.0057 0.0721 0.0268
-0.9962 0.0065 -2.0043 -0.0054 -0.0158 0.0751
0.9962 -0.0065 2.0043 0.0054 0.0158 -0.0751

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_av_unetI/netI     0.0288
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            21001
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         30.080
_diffrn_reflns_theta_min         3.331
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      110.05(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     35.00 100.00   1.00   30.00    --   25.48 178.00 150.00   65
  2  ω    -41.00  30.00   1.00   30.00    --   25.48 -57.00 -90.00   71
  3  ω     40.00  67.00   1.00   30.00    --   25.48 178.00  60.00   27
  4  ω    -85.00 -47.00   1.00   30.00    --  -26.10 -19.00 -30.00   38
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0057575000
_diffrn_orient_matrix_UB_12      0.0488177000
_diffrn_orient_matrix_UB_13      0.0000128000
_diffrn_orient_matrix_UB_21      0.0440105000
_diffrn_orient_matrix_UB_22      -0.0048413000
_diffrn_orient_matrix_UB_23      -0.0140235000
_diffrn_orient_matrix_UB_31      -0.0240613000
_diffrn_orient_matrix_UB_32      0.0026582000
_diffrn_orient_matrix_UB_33      -0.0255031000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5931
_reflns_number_total             7245
_reflns_odcompleteness_completeness 99.55
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.01
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.921
_refine_diff_density_min         -0.686
_refine_diff_density_rms         0.108
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         7245
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0290
_refine_ls_restrained_S_all      1.118
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0149P)²+5.8182P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0534
_refine_ls_wR_factor_ref         0.0593
_refine_special_details          
;
The crystal exhibited disordered with the iodine (I1) 
and aromatic ring modelled in two positions differing 
by 180 degree rotation about an axis close to the I1-Ni-C1 
axis and refined occupancies of 0.9314:0.0686(9). 
The aromatic ring of the minor form was constrained to 
be a regular hexagon with C-C bond lengths of 1.39 angstroms.  
The ADP of atoms of the minor form were constrained to be the 
same as that of the adjacent atoms of the major form 
(ie. C2 & C6a I2 & F4a, I1 & I1a etc).
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(F3A) = Uanis(F1)
Uanis(F2A) = Uanis(F2)
Uanis(F3) = Uanis(F4A)
Uanis(C2A) = Uanis(C6)
Uanis(C5) = Uanis(C3A)
Uanis(C6A) = Uanis(C2)
Uanis(C5A) = Uanis(C3)
Uanis(C4) = Uanis(C4A)
Uanis(C1) = Uanis(C1A)
Uanis(I1) = Uanis(I1A)
Uanis(F1A) = Uanis(F3)
3. Others
 Sof(C1A)=Sof(C6A)=Sof(C5A)=Sof(C4A)=Sof(C3A)=Sof(C2A)=Sof(F1A)=Sof(F2A)=
 Sof(F3A)=Sof(F4A)=Sof(I1A)=Sof(I2A)=1-FVAR(1)
 Sof(C1)=Sof(C2)=Sof(C3)=Sof(C4)=Sof(C5)=Sof(C6)=Sof(F1)=Sof(F2)=Sof(F3)=
 Sof(F4)=Sof(I1)=Sof(I2)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C9(H9A,H9B), C11(H11A,H11B), C13(H13A,H13B), C15(H15A,H15B),
 C17(H17A,H17B)
4.b Fitted hexagon refined as free rotating group:
 C1A(C6A,C5A,C4A,C3A,C2A)
4.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C14(H14A,H14B,
 H14C), C16(H16A,H16B,H16C), C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.4917(2) 0.3304(2) 0.62753(18) 0.0167(5) Uani 0.9314(9) 1 d . . P A 1
C1A C 0.486(2) 0.341(2) 0.623(2) 0.0167(5) Uani 0.0686(9) 1 d . . P A 2
C6A C 0.4956(18) 0.436(2) 0.614(2) 0.0187(6) Uani 0.0686(9) 1 d G . P A 2
C5A C 0.415(2) 0.4902(18) 0.6057(14) 0.0248(6) Uani 0.0686(9) 1 d G . P A 2
C4A C 0.3254(19) 0.450(2) 0.6066(14) 0.0263(7) Uani 0.0686(9) 1 d G . P A 2
C3A C 0.316(2) 0.356(3) 0.6158(15) 0.0240(6) Uani 0.0686(9) 1 d G . P A 2
C2A C 0.396(3) 0.3013(18) 0.6241(19) 0.0203(6) Uani 0.0686(9) 1 d G . P A 2
C2 C 0.47179(19) 0.4212(2) 0.61056(14) 0.0187(6) Uani 0.9314(9) 1 d . . P A 1
C3 C 0.3805(2) 0.4523(2) 0.59983(12) 0.0248(6) Uani 0.9314(9) 1 d . . P A 1
C4 C 0.3045(2) 0.3927(3) 0.60462(13) 0.0263(7) Uani 0.9314(9) 1 d . . P A 1
C5 C 0.3202(2) 0.3030(2) 0.62085(12) 0.0240(6) Uani 0.9314(9) 1 d . . P A 1
C6 C 0.4117(2) 0.2741(2) 0.63231(13) 0.0203(6) Uani 0.9314(9) 1 d . . P A 1
C7 C 0.7362(2) 0.2714(2) 0.51686(12) 0.0304(6) Uani 1 1 d . . . . .
H7A H 0.7892 0.2329 0.5309 0.036 Uiso 1 1 calc R . . . .
H7B H 0.7279 0.2565 0.4775 0.036 Uiso 1 1 calc R . . . .
C8 C 0.7649(2) 0.3721(2) 0.52155(14) 0.0392(8) Uani 1 1 d . . . . .
H8A H 0.8208 0.3836 0.4985 0.059 Uiso 1 1 calc GR . . . .
H8B H 0.7804 0.3864 0.5599 0.059 Uiso 1 1 calc GR . . . .
H8C H 0.7122 0.4115 0.5094 0.059 Uiso 1 1 calc GR . . . .
C9 C 0.53009(19) 0.27338(19) 0.50718(11) 0.0231(5) Uani 1 1 d . . . . .
H9A H 0.4691 0.2552 0.5244 0.028 Uiso 1 1 calc R . . . .
H9B H 0.5305 0.3418 0.5046 0.028 Uiso 1 1 calc R . . . .
C10 C 0.5316(2) 0.2345(2) 0.44888(11) 0.0274(6) Uani 1 1 d . . . . .
H10A H 0.4735 0.2533 0.4295 0.041 Uiso 1 1 calc GR . . . .
H10B H 0.5348 0.1668 0.4504 0.041 Uiso 1 1 calc GR . . . .
H10C H 0.5873 0.2584 0.4293 0.041 Uiso 1 1 calc GR . . . .
C11 C 0.6327(2) 0.11234(18) 0.54611(12) 0.0275(6) Uani 1 1 d . . . . .
H11A H 0.6415 0.0973 0.5068 0.033 Uiso 1 1 calc R . . . .
H11B H 0.6894 0.0895 0.5661 0.033 Uiso 1 1 calc R . . . .
C12 C 0.5454(3) 0.0607(2) 0.56722(14) 0.0390(8) Uani 1 1 d . . . . .
H12A H 0.4893 0.0797 0.5461 0.058 Uiso 1 1 calc GR . . . .
H12B H 0.5356 0.0753 0.6061 0.058 Uiso 1 1 calc GR . . . .
H12C H 0.5551 -0.0061 0.5630 0.058 Uiso 1 1 calc GR . . . .
C13 C 0.69756(19) 0.38341(18) 0.76250(12) 0.0231(5) Uani 1 1 d . . . . .
H13A H 0.6824 0.3903 0.8020 0.028 Uiso 1 1 calc R . . . .
H13B H 0.7572 0.3472 0.7599 0.028 Uiso 1 1 calc R . . . .
C14 C 0.7159(2) 0.4789(2) 0.73898(15) 0.0365(7) Uani 1 1 d . . . . .
H14A H 0.7351 0.4732 0.7004 0.055 Uiso 1 1 calc GR . . . .
H14B H 0.7667 0.5091 0.7599 0.055 Uiso 1 1 calc GR . . . .
H14C H 0.6577 0.5160 0.7414 0.055 Uiso 1 1 calc GR . . . .
C15 C 0.49218(19) 0.37433(18) 0.75190(11) 0.0218(5) Uani 1 1 d . . . . .
H15A H 0.4825 0.4289 0.7279 0.026 Uiso 1 1 calc R . . . .
H15B H 0.4383 0.3316 0.7454 0.026 Uiso 1 1 calc R . . . .
C16 C 0.4877(2) 0.4067(2) 0.81140(11) 0.0281(6) Uani 1 1 d . . . . .
H16A H 0.4242 0.4317 0.8191 0.042 Uiso 1 1 calc GR . . . .
H16B H 0.5356 0.4549 0.8175 0.042 Uiso 1 1 calc GR . . . .
H16C H 0.5003 0.3542 0.8359 0.042 Uiso 1 1 calc GR . . . .
C17 C 0.6057(2) 0.21166(17) 0.77329(11) 0.0227(5) Uani 1 1 d . . . . .
H17A H 0.6713 0.1866 0.7728 0.027 Uiso 1 1 calc R . . . .
H17B H 0.5908 0.2294 0.8116 0.027 Uiso 1 1 calc R . . . .
C18 C 0.5374(2) 0.13553(19) 0.75569(14) 0.0356(7) Uani 1 1 d . . . . .
H18A H 0.5527 0.1158 0.7182 0.053 Uiso 1 1 calc GR . . . .
H18B H 0.4720 0.1590 0.7568 0.053 Uiso 1 1 calc GR . . . .
H18C H 0.5434 0.0827 0.7807 0.053 Uiso 1 1 calc GR . . . .
F1 F 0.36372(14) 0.54019(13) 0.58482(9) 0.0378(5) Uani 0.9314(9) 1 d . . P A 1
F1A F 0.2287(17) 0.334(2) 0.6125(10) 0.0339(4) Uani 0.0686(9) 1 d . . P A 2
F2 F 0.21515(12) 0.42272(16) 0.59348(8) 0.0384(5) Uani 0.9314(9) 1 d . . P A 1
F2A F 0.2529(17) 0.511(2) 0.5954(11) 0.0384(5) Uani 0.0686(9) 1 d . . P A 2
F3 F 0.24638(12) 0.24472(15) 0.62570(8) 0.0339(4) Uani 0.9314(9) 1 d . . P A 1
F3A F 0.4258(19) 0.5848(19) 0.5917(12) 0.0378(5) Uani 0.0686(9) 1 d . . P A 2
F4 F 0.42092(18) 0.18479(13) 0.64852(9) 0.0305(4) Uani 0.9314(9) 1 d . . P A 1
F4A F 0.586(2) 0.488(3) 0.6138(14) 0.0339(4) Uani 0.0686(9) 1 d . . P A 2
I1 I 0.78132(2) 0.22163(2) 0.65899(2) 0.02358(6) Uani 0.9314(9) 1 d . . P A 1
I1A I 0.7617(3) 0.2059(4) 0.6568(3) 0.02358(6) Uani 0.0686(9) 1 d . . P A 2
I2 I 0.58213(2) 0.51852(2) 0.60488(2) 0.02744(6) Uani 0.9314(9) 1 d . . P A 1
I2A I 0.3702(3) 0.1725(2) 0.64285(14) 0.0291(9) Uani 0.0686(9) 1 d . . P A 2
Ni1 Ni 0.61561(2) 0.28408(2) 0.64090(2) 0.01541(7) Uani 1 1 d . . . . .
P1 P 0.62706(5) 0.23841(5) 0.55348(3) 0.01852(13) Uani 1 1 d . . . . .
P2 P 0.60199(5) 0.31601(4) 0.73018(3) 0.01638(13) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.403(4) . ?
C1 C6 1.392(4) . ?
C1 Ni1 1.893(3) . ?
C1A C6A 1.3900 . ?
C1A C2A 1.3900 . ?
C1A Ni1 2.05(2) . ?
C6A C5A 1.3900 . ?
C6A F4A 1.47(4) . ?
C5A C4A 1.3900 . ?
C5A F3A 1.41(4) . ?
C4A C3A 1.3900 . ?
C4A F2A 1.38(3) . ?
C3A C2A 1.3900 . ?
C3A F1A 1.27(3) . ?
C2A I2A 1.95(3) . ?
C2 C3 1.385(4) . ?
C2 I2 2.098(3) . ?
C3 C4 1.376(5) . ?
C3 F1 1.342(4) . ?
C4 C5 1.374(5) . ?
C4 F2 1.356(3) . ?
C5 C6 1.380(4) . ?
C5 F3 1.341(3) . ?
C6 F4 1.356(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.514(4) . ?
C7 P1 1.837(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.527(4) . ?
C9 P1 1.839(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.525(4) . ?
C11 P1 1.832(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.515(4) . ?
C13 P2 1.836(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.524(4) . ?
C15 P2 1.836(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.522(4) . ?
C17 P2 1.838(3) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
I1 Ni1 2.5358(4) . ?
I1A Ni1 2.374(5) . ?
Ni1 P1 2.2342(7) . ?
Ni1 P2 2.2303(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 Ni1 124.4(3) . . ?
C6 C1 C2 114.2(3) . . ?
C6 C1 Ni1 121.4(2) . . ?
C6A C1A C2A 120.0 . . ?
C6A C1A Ni1 110(2) . . ?
C2A C1A Ni1 130(2) . . ?
C1A C6A F4A 126(3) . . ?
C5A C6A C1A 120.0 . . ?
C5A C6A F4A 114(3) . . ?
C6A C5A C4A 120.0 . . ?
C6A C5A F3A 120(3) . . ?
C4A C5A F3A 120(3) . . ?
C5A C4A C3A 120.0 . . ?
F2A C4A C5A 114(3) . . ?
F2A C4A C3A 126(3) . . ?
C2A C3A C4A 120.0 . . ?
F1A C3A C4A 110(3) . . ?
F1A C3A C2A 130(3) . . ?
C1A C2A I2A 125(2) . . ?
C3A C2A C1A 120.0 . . ?
C3A C2A I2A 115(2) . . ?
C1 C2 I2 119.9(2) . . ?
C3 C2 C1 123.0(3) . . ?
C3 C2 I2 117.0(2) . . ?
C4 C3 C2 120.0(3) . . ?
F1 C3 C2 121.4(3) . . ?
F1 C3 C4 118.6(3) . . ?
C5 C4 C3 119.3(3) . . ?
F2 C4 C3 120.1(3) . . ?
F2 C4 C5 120.5(3) . . ?
C4 C5 C6 119.5(3) . . ?
F3 C5 C4 119.5(3) . . ?
F3 C5 C6 120.9(3) . . ?
C5 C6 C1 124.0(3) . . ?
F4 C6 C1 120.2(3) . . ?
F4 C6 C5 115.8(3) . . ?
H7A C7 H7B 107.4 . . ?
C8 C7 H7A 108.3 . . ?
C8 C7 H7B 108.3 . . ?
C8 C7 P1 115.8(2) . . ?
P1 C7 H7A 108.3 . . ?
P1 C7 H7B 108.3 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
H9A C9 H9B 107.2 . . ?
C10 C9 H9A 108.0 . . ?
C10 C9 H9B 108.0 . . ?
C10 C9 P1 117.30(19) . . ?
P1 C9 H9A 108.0 . . ?
P1 C9 H9B 108.0 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
H11A C11 H11B 107.6 . . ?
C12 C11 H11A 108.6 . . ?
C12 C11 H11B 108.6 . . ?
C12 C11 P1 114.7(2) . . ?
P1 C11 H11A 108.6 . . ?
P1 C11 H11B 108.6 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
H13A C13 H13B 107.3 . . ?
C14 C13 H13A 108.2 . . ?
C14 C13 H13B 108.2 . . ?
C14 C13 P2 116.4(2) . . ?
P2 C13 H13A 108.2 . . ?
P2 C13 H13B 108.2 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
H15A C15 H15B 107.3 . . ?
C16 C15 H15A 108.1 . . ?
C16 C15 H15B 108.1 . . ?
C16 C15 P2 116.71(19) . . ?
P2 C15 H15A 108.1 . . ?
P2 C15 H15B 108.1 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
H17A C17 H17B 107.6 . . ?
C18 C17 H17A 108.6 . . ?
C18 C17 H17B 108.6 . . ?
C18 C17 P2 114.5(2) . . ?
P2 C17 H17A 108.6 . . ?
P2 C17 H17B 108.6 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C1 Ni1 I1 179.83(13) . . ?
C1 Ni1 P1 90.39(14) . . ?
C1 Ni1 P2 90.90(14) . . ?
C1A Ni1 I1A 174.8(13) . . ?
C1A Ni1 P1 89.0(16) . . ?
C1A Ni1 P2 92.6(16) . . ?
P1 Ni1 I1 89.67(2) . . ?
P1 Ni1 I1A 87.29(15) . . ?
P2 Ni1 I1 89.03(2) . . ?
P2 Ni1 I1A 90.77(15) . . ?
P2 Ni1 P1 174.72(3) . . ?
C7 P1 C9 104.46(14) . . ?
C7 P1 Ni1 116.47(10) . . ?
C9 P1 Ni1 116.71(9) . . ?
C11 P1 C7 100.05(14) . . ?
C11 P1 C9 104.20(13) . . ?
C11 P1 Ni1 112.96(10) . . ?
C13 P2 C15 104.36(12) . . ?
C13 P2 C17 99.76(12) . . ?
C13 P2 Ni1 117.69(10) . . ?
C15 P2 C17 103.64(13) . . ?
C15 P2 Ni1 116.60(9) . . ?
C17 P2 Ni1 112.61(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
C1 C2 C3 C4 -1.3(5) . . . . ?
C1 C2 C3 F1 178.5(3) . . . . ?
C1A C6A C5A C4A 0.0 . . . . ?
C1A C6A C5A F3A -175(3) . . . . ?
C6A C1A C2A C3A 0.0 . . . . ?
C6A C1A C2A I2A -174(3) . . . . ?
C6A C5A C4A C3A 0.0 . . . . ?
C6A C5A C4A F2A -177(3) . . . . ?
C5A C4A C3A C2A 0.0 . . . . ?
C5A C4A C3A F1A -177(3) . . . . ?
C4A C3A C2A C1A 0.0 . . . . ?
C4A C3A C2A I2A 175(3) . . . . ?
C2A C1A C6A C5A 0.0 . . . . ?
C2A C1A C6A F4A 178(4) . . . . ?
C2 C1 C6 C5 0.9(4) . . . . ?
C2 C1 C6 F4 -179.8(3) . . . . ?
C2 C1 Ni1 P1 -90.4(3) . . . . ?
C2 C1 Ni1 P2 94.7(3) . . . . ?
C2 C3 C4 C5 0.9(5) . . . . ?
C2 C3 C4 F2 -179.2(3) . . . . ?
C3 C4 C5 C6 0.3(4) . . . . ?
C3 C4 C5 F3 179.8(3) . . . . ?
C4 C5 C6 C1 -1.3(5) . . . . ?
C4 C5 C6 F4 179.4(3) . . . . ?
C6 C1 C2 C3 0.4(4) . . . . ?
C6 C1 C2 I2 176.8(3) . . . . ?
C6 C1 Ni1 P1 87.4(3) . . . . ?
C6 C1 Ni1 P2 -87.4(3) . . . . ?
C8 C7 P1 C9 81.5(3) . . . . ?
C8 C7 P1 C11 -170.9(2) . . . . ?
C8 C7 P1 Ni1 -48.8(3) . . . . ?
C10 C9 P1 C7 56.0(2) . . . . ?
C10 C9 P1 C11 -48.6(2) . . . . ?
C10 C9 P1 Ni1 -173.86(18) . . . . ?
C12 C11 P1 C7 -173.9(2) . . . . ?
C12 C11 P1 C9 -66.0(3) . . . . ?
C12 C11 P1 Ni1 61.6(2) . . . . ?
C14 C13 P2 C15 -71.4(3) . . . . ?
C14 C13 P2 C17 -178.3(2) . . . . ?
C14 C13 P2 Ni1 59.6(2) . . . . ?
C16 C15 P2 C13 -41.2(2) . . . . ?
C16 C15 P2 C17 62.8(2) . . . . ?
C16 C15 P2 Ni1 -172.83(18) . . . . ?
C18 C17 P2 C13 -176.6(2) . . . . ?
C18 C17 P2 C15 75.9(2) . . . . ?
C18 C17 P2 Ni1 -51.0(2) . . . . ?
F1 C3 C4 C5 -178.9(3) . . . . ?
F1 C3 C4 F2 1.0(4) . . . . ?
F1A C3A C2A C1A 176(4) . . . . ?
F1A C3A C2A I2A -9(4) . . . . ?
F2 C4 C5 C6 -179.6(3) . . . . ?
F2 C4 C5 F3 0.0(4) . . . . ?
F2A C4A C3A C2A 177(4) . . . . ?
F2A C4A C3A F1A 0(3) . . . . ?
F3 C5 C6 C1 179.2(3) . . . . ?
F3 C5 C6 F4 -0.1(4) . . . . ?
F3A C5A C4A C3A 175(3) . . . . ?
F3A C5A C4A F2A -3(4) . . . . ?
F4A C6A C5A C4A -178(4) . . . . ?
F4A C6A C5A F3A 7(4) . . . . ?
I2 C2 C3 C4 -177.8(2) . . . . ?
I2 C2 C3 F1 2.0(4) . . . . ?
Ni1 C1 C2 C3 178.4(3) . . . . ?
Ni1 C1 C2 I2 -5.2(4) . . . . ?
Ni1 C1 C6 C5 -177.1(3) . . . . ?
Ni1 C1 C6 F4 2.1(4) . . . . ?
Ni1 C1A C6A C5A -175(3) . . . . ?
Ni1 C1A C6A F4A 3(3) . . . . ?
Ni1 C1A C2A C3A 174(4) . . . . ?
Ni1 C1A C2A I2A -1(3) . . . . ?

_olex2_date_sample_data_collection 2015-09-08
_olex2_date_sample_submission    2015-09-07
_olex2_exptl_crystal_mounting_method 'oil on loop'
_olex2_submission_original_sample_id SP202
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.330
_oxdiff_exptl_absorpt_empirical_full_min 0.770
####################################################################### 
# 
# 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_1pI_rnp1338
_database_code_depnum_ccdc_archive 'CCDC 1825445'
_audit_update_record             
;
2018-02-23 deposited with the CCDC.
2018-03-19 downloaded from the CCDC.
;
_audit_creation_date             2013-11-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.09.17 svn.r2790 for OlexSys, GUI svn.r4601)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C18 H30 F4 I2 Ni P2'
_chemical_formula_sum            'C18 H30 F4 I2 Ni P2'
_chemical_formula_weight         696.87
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H30 F4 I2 Ni1 P2'
_chemical_oxdiff_usercomment     'Vargini 1 4 Ni I'
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   9.9032(3)
_cell_length_b                   16.1922(6)
_cell_length_c                   15.2884(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.913(4)
_cell_angle_gamma                90.00
_cell_volume                     2445.85(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3769
_cell_measurement_temperature    110.1(2)
_cell_measurement_theta_max      29.5250
_cell_measurement_theta_min      2.95
_exptl_absorpt_coefficient_mu    3.480
_exptl_absorpt_correction_T_max  0.834
_exptl_absorpt_correction_T_min  0.660
_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. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)'
_exptl_crystal_colour            'clear orangish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.892
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1352
_exptl_crystal_size_max          0.202
_exptl_crystal_size_mid          0.0729
_exptl_crystal_size_min          0.066
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0326
_diffrn_reflns_av_unetI/netI     0.0570
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            12397
_diffrn_reflns_theta_full        30.10
_diffrn_reflns_theta_max         30.10
_diffrn_reflns_theta_min         2.95
_diffrn_ambient_temperature      110.1(2)
_diffrn_detector_area_resol_mean 16.1450
_diffrn_measured_fraction_theta_full 0.9979
_diffrn_measured_fraction_theta_max 0.9979
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0139589000
_diffrn_orient_matrix_UB_12      -0.0414984000
_diffrn_orient_matrix_UB_13      0.0122882000
_diffrn_orient_matrix_UB_21      -0.0049342000
_diffrn_orient_matrix_UB_22      0.0106553000
_diffrn_orient_matrix_UB_23      0.0447032000
_diffrn_orient_matrix_UB_31      -0.0702592000
_diffrn_orient_matrix_UB_32      -0.0089736000
_diffrn_orient_matrix_UB_33      -0.0039307000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                4881
_reflns_number_total             6325
_reflns_odcompleteness_completeness 99.79
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_reflns_threshold_expression     >2sigma(I)
_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_collection       
'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_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SUPERFLIP, J. Appl. Cryst. (2007) 40, 786-790'
_refine_diff_density_max         1.978
_refine_diff_density_min         -1.097
_refine_diff_density_rms         0.198
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.220
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     250
_refine_ls_number_reflns         6325
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0816
_refine_ls_R_factor_gt           0.0578
_refine_ls_restrained_S_all      1.220
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0000P)²+22.4651P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1011
_refine_ls_wR_factor_ref         0.1088
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C11(H11A,H11B), C17(H17A,H17B), C15(H15A,H15B), C9(H9A,H9B),
 C13(H13A,H13B)
2.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C14(H14A,H14B,H14C), C18(H18A,H18B,
 H18C), C8(H8A,H8B,H8C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
I2 I 0.22814(4) 0.19310(3) 0.39666(3) 0.02023(11) Uani 1 1 d . . .
I1 I 0.92236(5) 0.37590(3) 0.79409(3) 0.02971(13) Uani 1 1 d . . .
Ni1 Ni 0.74149(8) 0.32666(5) 0.68202(5) 0.01473(17) Uani 1 1 d . . .
P1 P 0.61298(16) 0.43343(10) 0.71476(11) 0.0152(3) Uani 1 1 d . . .
P2 P 0.87371(16) 0.22248(11) 0.64735(12) 0.0173(3) Uani 1 1 d . . .
F2 F 0.3187(4) 0.1452(2) 0.5941(3) 0.0227(9) Uani 1 1 d . . .
F1 F 0.5190(4) 0.1976(2) 0.7046(2) 0.0231(9) Uani 1 1 d . . .
F4 F 0.6679(4) 0.3758(2) 0.4876(3) 0.0236(9) Uani 1 1 d . . .
F3 F 0.4754(4) 0.3192(3) 0.3747(2) 0.0252(9) Uani 1 1 d . . .
C10 C 0.4676(8) 0.4865(4) 0.8606(5) 0.0287(16) Uani 1 1 d . . .
H10A H 0.3835 0.4901 0.8257 0.043 Uiso 1 1 calc R . .
H10B H 0.5147 0.5382 0.8587 0.043 Uiso 1 1 calc R . .
H10C H 0.4500 0.4739 0.9202 0.043 Uiso 1 1 calc R . .
C12 C 0.7691(8) 0.5489(5) 0.6322(5) 0.0318(18) Uani 1 1 d . . .
H12A H 0.7023 0.5454 0.5838 0.048 Uiso 1 1 calc R . .
H12B H 0.8383 0.5084 0.6252 0.048 Uiso 1 1 calc R . .
H12C H 0.8087 0.6030 0.6339 0.048 Uiso 1 1 calc R . .
C7 C 0.4598(6) 0.4621(4) 0.6466(5) 0.0220(15) Uani 1 1 d . . .
H7A H 0.4354 0.5179 0.6623 0.026 Uiso 1 1 calc R . .
H7B H 0.4833 0.4635 0.5861 0.026 Uiso 1 1 calc R . .
C14 C 0.8320(8) 0.1179(5) 0.7881(5) 0.037(2) Uani 1 1 d . . .
H14A H 0.7770 0.0830 0.7494 0.056 Uiso 1 1 calc R . .
H14B H 0.7765 0.1599 0.8117 0.056 Uiso 1 1 calc R . .
H14C H 0.8734 0.0853 0.8350 0.056 Uiso 1 1 calc R . .
C5 C 0.4834(6) 0.2892(4) 0.4566(4) 0.0171(13) Uani 1 1 d . . .
C11 C 0.7021(7) 0.5327(4) 0.7179(5) 0.0215(14) Uani 1 1 d . . .
H11A H 0.6384 0.5767 0.7278 0.026 Uiso 1 1 calc R . .
H11B H 0.7706 0.5327 0.7663 0.026 Uiso 1 1 calc R . .
C18 C 0.8898(8) 0.0731(4) 0.5484(5) 0.0296(17) Uani 1 1 d . . .
H18A H 0.8450 0.0400 0.5031 0.044 Uiso 1 1 calc R . .
H18B H 0.9035 0.0408 0.6010 0.044 Uiso 1 1 calc R . .
H18C H 0.9757 0.0911 0.5300 0.044 Uiso 1 1 calc R . .
C4 C 0.3906(6) 0.2307(4) 0.4821(4) 0.0168(13) Uani 1 1 d . . .
C3 C 0.4070(6) 0.2009(4) 0.5655(4) 0.0138(12) Uani 1 1 d . . .
C17 C 0.8030(7) 0.1478(4) 0.5661(5) 0.0240(15) Uani 1 1 d . . .
H17A H 0.7173 0.1282 0.5854 0.029 Uiso 1 1 calc R . .
H17B H 0.7837 0.1768 0.5112 0.029 Uiso 1 1 calc R . .
C6 C 0.5845(6) 0.3167(4) 0.5162(4) 0.0170(13) Uani 1 1 d . . .
C15 C 1.0255(7) 0.2617(4) 0.6005(5) 0.0236(15) Uani 1 1 d . . .
H15A H 1.0837 0.2867 0.6468 0.028 Uiso 1 1 calc R . .
H15B H 1.0743 0.2157 0.5770 0.028 Uiso 1 1 calc R . .
C8 C 0.3341(7) 0.4083(5) 0.6508(5) 0.0273(16) Uani 1 1 d . . .
H8A H 0.2588 0.4348 0.6195 0.041 Uiso 1 1 calc R . .
H8B H 0.3144 0.4008 0.7109 0.041 Uiso 1 1 calc R . .
H8C H 0.3500 0.3556 0.6248 0.041 Uiso 1 1 calc R . .
C2 C 0.5100(6) 0.2292(4) 0.6233(4) 0.0161(13) Uani 1 1 d . . .
C9 C 0.5547(7) 0.4182(4) 0.8246(4) 0.0227(15) Uani 1 1 d . . .
H9A H 0.5034 0.3672 0.8244 0.027 Uiso 1 1 calc R . .
H9B H 0.6336 0.4109 0.8650 0.027 Uiso 1 1 calc R . .
C13 C 0.9407(7) 0.1580(4) 0.7378(5) 0.0225(15) Uani 1 1 d . . .
H13A H 0.9970 0.1152 0.7149 0.027 Uiso 1 1 calc R . .
H13B H 0.9977 0.1916 0.7778 0.027 Uiso 1 1 calc R . .
C1 C 0.6037(6) 0.2892(4) 0.6013(4) 0.0150(12) Uani 1 1 d . . .
C16 C 0.9952(8) 0.3250(5) 0.5282(5) 0.0308(17) Uani 1 1 d . . .
H16A H 0.9369 0.3008 0.4824 0.046 Uiso 1 1 calc R . .
H16B H 1.0783 0.3420 0.5048 0.046 Uiso 1 1 calc R . .
H16C H 0.9513 0.3721 0.5518 0.046 Uiso 1 1 calc R . .


_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
I2 C4 2.092(6) . ?
I1 Ni1 2.5221(9) . ?
Ni1 P1 2.2239(18) . ?
Ni1 P2 2.2217(19) . ?
Ni1 C1 1.877(6) . ?
P1 C7 1.840(6) . ?
P1 C11 1.832(7) . ?
P1 C9 1.829(7) . ?
P2 C17 1.837(7) . ?
P2 C15 1.822(7) . ?
P2 C13 1.822(7) . ?
F2 C3 1.349(7) . ?
F1 C2 1.342(7) . ?
F4 C6 1.356(7) . ?
F3 C5 1.340(7) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C10 C9 1.527(10) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C12 C11 1.531(10) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.523(9) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C14 C13 1.512(11) . ?
C5 C4 1.394(9) . ?
C5 C6 1.380(8) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C18 C17 1.519(9) . ?
C4 C3 1.363(9) . ?
C3 C2 1.381(8) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C6 C1 1.376(9) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.523(10) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C2 C1 1.400(9) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?

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
P1 Ni1 I1 89.55(5) . . ?
P2 Ni1 I1 89.96(5) . . ?
P2 Ni1 P1 178.34(8) . . ?
C1 Ni1 I1 178.3(2) . . ?
C1 Ni1 P1 89.85(19) . . ?
C1 Ni1 P2 90.68(19) . . ?
C7 P1 Ni1 122.1(2) . . ?
C11 P1 Ni1 113.9(2) . . ?
C11 P1 C7 99.8(3) . . ?
C9 P1 Ni1 108.9(2) . . ?
C9 P1 C7 104.7(3) . . ?
C9 P1 C11 106.0(3) . . ?
C17 P2 Ni1 117.2(2) . . ?
C15 P2 Ni1 110.2(2) . . ?
C15 P2 C17 104.5(3) . . ?
C13 P2 Ni1 116.4(2) . . ?
C13 P2 C17 103.8(3) . . ?
C13 P2 C15 103.3(3) . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
P1 C7 H7A 107.7 . . ?
P1 C7 H7B 107.7 . . ?
H7A C7 H7B 107.1 . . ?
C8 C7 P1 118.5(5) . . ?
C8 C7 H7A 107.7 . . ?
C8 C7 H7B 107.7 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
F3 C5 C4 120.6(5) . . ?
F3 C5 C6 119.6(6) . . ?
C6 C5 C4 119.8(6) . . ?
P1 C11 H11A 109.4 . . ?
P1 C11 H11B 109.4 . . ?
C12 C11 P1 111.4(5) . . ?
C12 C11 H11A 109.4 . . ?
C12 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
C5 C4 I2 121.1(5) . . ?
C3 C4 I2 121.3(5) . . ?
C3 C4 C5 117.6(6) . . ?
F2 C3 C4 120.1(5) . . ?
F2 C3 C2 118.7(5) . . ?
C4 C3 C2 121.1(6) . . ?
P2 C17 H17A 108.1 . . ?
P2 C17 H17B 108.1 . . ?
C18 C17 P2 116.8(5) . . ?
C18 C17 H17A 108.1 . . ?
C18 C17 H17B 108.1 . . ?
H17A C17 H17B 107.3 . . ?
F4 C6 C5 116.4(6) . . ?
F4 C6 C1 119.0(5) . . ?
C1 C6 C5 124.5(6) . . ?
P2 C15 H15A 109.0 . . ?
P2 C15 H15B 109.0 . . ?
H15A C15 H15B 107.8 . . ?
C16 C15 P2 113.1(5) . . ?
C16 C15 H15A 109.0 . . ?
C16 C15 H15B 109.0 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
F1 C2 C3 117.8(6) . . ?
F1 C2 C1 118.9(5) . . ?
C3 C2 C1 123.3(6) . . ?
P1 C9 H9A 108.0 . . ?
P1 C9 H9B 108.0 . . ?
C10 C9 P1 117.1(5) . . ?
C10 C9 H9A 108.0 . . ?
C10 C9 H9B 108.0 . . ?
H9A C9 H9B 107.3 . . ?
P2 C13 H13A 108.9 . . ?
P2 C13 H13B 108.9 . . ?
C14 C13 P2 113.4(5) . . ?
C14 C13 H13A 108.9 . . ?
C14 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
C6 C1 Ni1 124.4(5) . . ?
C6 C1 C2 113.6(5) . . ?
C2 C1 Ni1 122.0(5) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
I2 C4 C3 F2 0.9(8) . . . . ?
I2 C4 C3 C2 -176.4(5) . . . . ?
I1 Ni1 P1 C7 168.0(3) . . . . ?
I1 Ni1 P1 C11 48.1(3) . . . . ?
I1 Ni1 P1 C9 -69.9(2) . . . . ?
I1 Ni1 P2 C17 176.6(3) . . . . ?
I1 Ni1 P2 C15 -64.1(3) . . . . ?
I1 Ni1 P2 C13 53.0(3) . . . . ?
Ni1 P1 C7 C8 74.0(6) . . . . ?
Ni1 P1 C11 C12 54.4(5) . . . . ?
Ni1 P1 C9 C10 178.3(5) . . . . ?
Ni1 P2 C17 C18 -175.1(5) . . . . ?
Ni1 P2 C15 C16 -49.3(6) . . . . ?
Ni1 P2 C13 C14 59.0(6) . . . . ?
P1 Ni1 C1 C6 84.4(6) . . . . ?
P1 Ni1 C1 C2 -96.0(5) . . . . ?
P2 Ni1 C1 C6 -94.1(6) . . . . ?
P2 Ni1 C1 C2 85.6(5) . . . . ?
F2 C3 C2 F1 2.0(9) . . . . ?
F2 C3 C2 C1 -177.4(6) . . . . ?
F1 C2 C1 Ni1 0.2(8) . . . . ?
F1 C2 C1 C6 179.8(6) . . . . ?
F4 C6 C1 Ni1 -1.3(9) . . . . ?
F4 C6 C1 C2 179.1(5) . . . . ?
F3 C5 C4 I2 -4.0(8) . . . . ?
F3 C5 C4 C3 178.0(6) . . . . ?
F3 C5 C6 F4 2.3(9) . . . . ?
F3 C5 C6 C1 -178.9(6) . . . . ?
C7 P1 C11 C12 -77.3(5) . . . . ?
C7 P1 C9 C10 -49.7(6) . . . . ?
C5 C4 C3 F2 178.8(5) . . . . ?
C5 C4 C3 C2 1.6(9) . . . . ?
C5 C6 C1 Ni1 179.9(5) . . . . ?
C5 C6 C1 C2 0.3(10) . . . . ?
C11 P1 C7 C8 -159.5(6) . . . . ?
C11 P1 C9 C10 55.3(6) . . . . ?
C4 C5 C6 F4 -177.7(6) . . . . ?
C4 C5 C6 C1 1.2(10) . . . . ?
C4 C3 C2 F1 179.2(6) . . . . ?
C4 C3 C2 C1 -0.1(10) . . . . ?
C3 C2 C1 Ni1 179.5(5) . . . . ?
C3 C2 C1 C6 -0.8(9) . . . . ?
C17 P2 C15 C16 77.5(6) . . . . ?
C17 P2 C13 C14 -71.3(6) . . . . ?
C6 C5 C4 I2 175.9(5) . . . . ?
C6 C5 C4 C3 -2.1(9) . . . . ?
C15 P2 C17 C18 62.6(6) . . . . ?
C15 P2 C13 C14 179.9(6) . . . . ?
C9 P1 C7 C8 -50.0(6) . . . . ?
C9 P1 C11 C12 174.1(5) . . . . ?
C13 P2 C17 C18 -45.3(7) . . . . ?
C13 P2 C15 C16 -174.2(5) . . . . ?
C1 Ni1 P1 C7 -13.6(3) . . . . ?
C1 Ni1 P1 C11 -133.5(3) . . . . ?
C1 Ni1 P1 C9 108.5(3) . . . . ?
C1 Ni1 P2 C17 -1.8(3) . . . . ?
C1 Ni1 P2 C15 117.4(3) . . . . ?
C1 Ni1 P2 C13 -125.5(3) . . . . ?



loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-13 -5 9 0.0660 -12.5496 -5.0889 9.4298 0.1519 0.4292 0.8903
0 -2 21 0.0279 -0.0203 -1.6774 21.4379 0.3328 0.9406 -0.0678
-1 1 -21 0.0368 -0.9858 1.3176 -21.3006 -0.3302 -0.9333 0.1412
-14 5 0 0.0726 -13.5884 5.1127 0.4231 -0.3966 0.1404 0.9072
0 -23 -2 0.0300 -0.0163 -22.7564 -1.8674 0.9212 -0.3259 0.2127
1 23 2 0.0320 0.8558 22.7059 1.8630 -0.9074 0.3210 -0.2712
14 5 -1 0.1122 13.6254 4.9463 -0.9014 -0.0261 -0.0548 -0.9982
0 -18 13 0.0250 0.0532 -18.0128 12.8688 0.9064 0.3831 0.1073
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Hexane'
####################################################################### 
# 
# 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_1oF_rnp1411_twin1_hklf4
_database_code_depnum_ccdc_archive 'CCDC 1825447'
_audit_update_record             
;
2018-02-23 deposited with the CCDC.
2018-03-19 downloaded from the CCDC.
;
_audit_creation_date             2014-05-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C18 H30 F5 I Ni P2'
_chemical_formula_sum            'C18 H30 F5 I Ni P2'
_chemical_formula_weight         588.97
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H30 F5 I1 Ni1 P2'
_chemical_oxdiff_usercomment     'Vargini 1,2-Ni(F)Pet3)2C6F4I2'
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.4116(5)
_cell_length_b                   12.7010(8)
_cell_length_c                   9.7270(5)
_cell_angle_alpha                90
_cell_angle_beta                 95.377(5)
_cell_angle_gamma                90
_cell_volume                     1157.62(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4402
_cell_measurement_temperature    110.05(10)
_cell_measurement_theta_max      31.6590
_cell_measurement_theta_min      3.1900
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.350
_exptl_absorpt_correction_T_max  0.736
_exptl_absorpt_correction_T_min  0.678
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.690
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             588
_exptl_crystal_size_max          0.2577
_exptl_crystal_size_mid          0.1687
_exptl_crystal_size_min          0.1654
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0371
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7725
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.214
_diffrn_reflns_theta_max         29.985
_diffrn_reflns_theta_min         3.160
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      110.05(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0428863000
_diffrn_orient_matrix_UB_12      0.0424371000
_diffrn_orient_matrix_UB_13      0.0195008000
_diffrn_orient_matrix_UB_21      0.0541223000
_diffrn_orient_matrix_UB_22      0.0361020000
_diffrn_orient_matrix_UB_23      -0.0147040000
_diffrn_orient_matrix_UB_31      -0.0311315000
_diffrn_orient_matrix_UB_32      0.0043176000
_diffrn_orient_matrix_UB_33      -0.0691318000
loop_
_diffrn_oxdiff_twin_id
_diffrn_oxdiff_twin_ratio
_diffrn_oxdiff_twin_reflns_isolated
_diffrn_oxdiff_twin_reflns_overlapped
1 0.5315 4045 4932
2 0.4685 4032 4932

_diffrn_oxdiff_twin_integration_method simultaneous
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.910
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.981
_reflns_number_gt                6770
_reflns_number_total             7725
_reflns_special_details          
;
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.935
_refine_diff_density_min         -0.682
_refine_diff_density_rms         0.122
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.466(14)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     251
_refine_ls_number_reflns         7725
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0333
_refine_ls_restrained_S_all      0.992
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0573P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0846
_refine_ls_wR_factor_ref         0.0876
_refine_special_details          
'The ccrystal weas non-merohedrally twinned and modelled as a two component system using CrysAlisPro,Twin'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C9(H9A,H9B), C11(H11A,H11B), C13(H13A,H13B), C15(H15A,H15B),
 C17(H17A,H17B)
2.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C14(H14A,H14B,
 H14C), C16(H16A,H16B,H16C), C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.7209(7) -0.1624(6) 0.7177(6) 0.0165(13) Uani 1 1 d . . . . .
C2 C 0.7505(7) -0.0569(6) 0.7435(6) 0.0170(14) Uani 1 1 d . . . . .
C3 C 0.8464(8) -0.0009(6) 0.6710(7) 0.0203(16) Uani 1 1 d . . . . .
C4 C 0.9148(7) -0.0507(7) 0.5689(7) 0.0228(16) Uani 1 1 d . . . . .
C5 C 0.8857(7) -0.1528(8) 0.5374(7) 0.0232(17) Uani 1 1 d . . . . .
C6 C 0.7903(7) -0.2067(7) 0.6111(6) 0.0193(14) Uani 1 1 d . . . . .
C7 C 0.8707(8) -0.4123(7) 0.9464(8) 0.0270(17) Uani 1 1 d . . . . .
H7A H 0.9324 -0.4305 1.0285 0.032 Uiso 1 1 calc R . . . .
H7B H 0.7949 -0.4642 0.9360 0.032 Uiso 1 1 calc R . . . .
C8 C 0.9570(10) -0.4196(8) 0.8218(9) 0.036(2) Uani 1 1 d . . . . .
H8A H 0.8959 -0.4058 0.7391 0.054 Uiso 1 1 calc GR . . . .
H8B H 0.9967 -0.4890 0.8171 0.054 Uiso 1 1 calc GR . . . .
H8C H 1.0327 -0.3687 0.8308 0.054 Uiso 1 1 calc GR . . . .
C9 C 0.7381(8) -0.2976(7) 1.1467(7) 0.0259(17) Uani 1 1 d . . . . .
H9A H 0.6723 -0.3563 1.1483 0.031 Uiso 1 1 calc R . . . .
H9B H 0.8217 -0.3142 1.2091 0.031 Uiso 1 1 calc R . . . .
C10 C 0.6671(11) -0.1989(10) 1.1986(8) 0.044(3) Uani 1 1 d . . . . .
H10A H 0.5832 -0.1828 1.1384 0.066 Uiso 1 1 calc GR . . . .
H10B H 0.7325 -0.1408 1.1997 0.066 Uiso 1 1 calc GR . . . .
H10C H 0.6409 -0.2110 1.2903 0.066 Uiso 1 1 calc GR . . . .
C11 C 0.9425(7) -0.1921(8) 0.9836(7) 0.0244(16) Uani 1 1 d . . . . .
H11A H 0.9787 -0.1893 0.8935 0.029 Uiso 1 1 calc R . . . .
H11B H 0.9070 -0.1224 1.0028 0.029 Uiso 1 1 calc R . . . .
C12 C 1.0672(8) -0.2161(8) 1.0902(7) 0.0270(17) Uani 1 1 d . . . . .
H12A H 1.1058 -0.2841 1.0718 0.040 Uiso 1 1 calc GR . . . .
H12B H 1.0347 -0.2159 1.1809 0.040 Uiso 1 1 calc GR . . . .
H12C H 1.1398 -0.1635 1.0853 0.040 Uiso 1 1 calc GR . . . .
C13 C 0.3926(9) -0.3571(8) 0.5714(8) 0.0324(19) Uani 1 1 d . . . . .
H13A H 0.3137 -0.3480 0.5008 0.039 Uiso 1 1 calc R . . . .
H13B H 0.4766 -0.3747 0.5254 0.039 Uiso 1 1 calc R . . . .
C14 C 0.3597(10) -0.4464(9) 0.6621(9) 0.040(3) Uani 1 1 d . . . . .
H14A H 0.3297 -0.5061 0.6062 0.060 Uiso 1 1 calc GR . . . .
H14B H 0.2847 -0.4263 0.7171 0.060 Uiso 1 1 calc GR . . . .
H14C H 0.4434 -0.4644 0.7214 0.060 Uiso 1 1 calc GR . . . .
C15 C 0.2549(8) -0.2035(8) 0.7344(8) 0.0278(18) Uani 1 1 d . . . . .
H15A H 0.1771 -0.2160 0.6637 0.033 Uiso 1 1 calc R . . . .
H15B H 0.2432 -0.2513 0.8104 0.033 Uiso 1 1 calc R . . . .
C16 C 0.2463(9) -0.0915(8) 0.7853(10) 0.034(2) Uani 1 1 d . . . . .
H16A H 0.2538 -0.0438 0.7097 0.051 Uiso 1 1 calc GR . . . .
H16B H 0.3230 -0.0786 0.8555 0.051 Uiso 1 1 calc GR . . . .
H16C H 0.1567 -0.0809 0.8230 0.051 Uiso 1 1 calc GR . . . .
C17 C 0.4361(8) -0.1376(8) 0.5243(8) 0.0286(19) Uani 1 1 d . . . . .
H17A H 0.4485 -0.0682 0.5653 0.034 Uiso 1 1 calc R . . . .
H17B H 0.5218 -0.1532 0.4799 0.034 Uiso 1 1 calc R . . . .
C18 C 0.3114(10) -0.1322(11) 0.4124(10) 0.044(3) Uani 1 1 d . . . . .
H18A H 0.3328 -0.0825 0.3430 0.066 Uiso 1 1 calc GR . . . .
H18B H 0.2269 -0.1104 0.4527 0.066 Uiso 1 1 calc GR . . . .
H18C H 0.2961 -0.2004 0.3712 0.066 Uiso 1 1 calc GR . . . .
F1 F 0.4951(5) -0.3300(5) 0.9252(4) 0.0302(11) Uani 1 1 d . . . . .
F2 F 0.8760(5) 0.1010(4) 0.6960(5) 0.0267(10) Uani 1 1 d . . . . .
F3 F 1.0071(5) 0.0057(5) 0.4982(5) 0.0347(15) Uani 1 1 d . . . . .
F4 F 0.9503(5) -0.2014(5) 0.4368(4) 0.0333(13) Uani 1 1 d . . . . .
F5 F 0.7611(5) -0.3079(4) 0.5711(5) 0.0286(11) Uani 1 1 d . . . . .
I1 I 0.64650(4) 0.02867(4) 0.89077(4) 0.02014(10) Uani 1 1 d . . . . .
Ni1 Ni 0.60624(8) -0.24785(8) 0.82190(8) 0.01736(18) Uani 1 1 d . . . . .
P1 P 0.79155(17) -0.28325(16) 0.97290(16) 0.0184(4) Uani 1 1 d . . . . .
P2 P 0.42434(17) -0.23239(16) 0.66356(16) 0.0183(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.387(10) . ?
C1 C6 1.395(9) . ?
C1 Ni1 1.890(6) . ?
C2 C3 1.392(9) . ?
C2 I1 2.111(6) . ?
C3 C4 1.385(10) . ?
C3 F2 1.341(10) . ?
C4 C5 1.354(12) . ?
C4 F3 1.361(8) . ?
C5 C6 1.382(10) . ?
C5 F4 1.349(8) . ?
C6 F5 1.364(10) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.523(10) . ?
C7 P1 1.829(9) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.529(14) . ?
C9 P1 1.817(6) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.523(11) . ?
C11 P1 1.828(8) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.487(14) . ?
C13 P2 1.831(9) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.511(14) . ?
C15 P2 1.833(7) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.525(13) . ?
C17 P2 1.823(8) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
F1 Ni1 1.841(4) . ?
Ni1 P1 2.218(2) . ?
Ni1 P2 2.2017(19) . ?

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 115.1(6) . . ?
C2 C1 Ni1 124.9(4) . . ?
C6 C1 Ni1 119.9(6) . . ?
C1 C2 C3 122.1(6) . . ?
C1 C2 I1 121.5(4) . . ?
C3 C2 I1 116.4(6) . . ?
C4 C3 C2 119.8(7) . . ?
F2 C3 C2 122.3(6) . . ?
F2 C3 C4 117.9(6) . . ?
C5 C4 C3 120.1(6) . . ?
C5 C4 F3 120.9(6) . . ?
F3 C4 C3 118.9(7) . . ?
C4 C5 C6 119.0(6) . . ?
F4 C5 C4 120.5(6) . . ?
F4 C5 C6 120.5(8) . . ?
C5 C6 C1 123.9(7) . . ?
F5 C6 C1 119.8(6) . . ?
F5 C6 C5 116.3(6) . . ?
H7A C7 H7B 107.5 . . ?
C8 C7 H7A 108.5 . . ?
C8 C7 H7B 108.5 . . ?
C8 C7 P1 114.9(6) . . ?
P1 C7 H7A 108.5 . . ?
P1 C7 H7B 108.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
H9A C9 H9B 107.8 . . ?
C10 C9 H9A 109.0 . . ?
C10 C9 H9B 109.0 . . ?
C10 C9 P1 113.1(6) . . ?
P1 C9 H9A 109.0 . . ?
P1 C9 H9B 109.0 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
H11A C11 H11B 107.2 . . ?
C12 C11 H11A 108.0 . . ?
C12 C11 H11B 108.0 . . ?
C12 C11 P1 117.2(6) . . ?
P1 C11 H11A 108.0 . . ?
P1 C11 H11B 108.0 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
H13A C13 H13B 107.7 . . ?
C14 C13 H13A 108.8 . . ?
C14 C13 H13B 108.8 . . ?
C14 C13 P2 113.8(6) . . ?
P2 C13 H13A 108.8 . . ?
P2 C13 H13B 108.8 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
H15A C15 H15B 107.8 . . ?
C16 C15 H15A 109.0 . . ?
C16 C15 H15B 109.0 . . ?
C16 C15 P2 112.7(6) . . ?
P2 C15 H15A 109.0 . . ?
P2 C15 H15B 109.0 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
H17A C17 H17B 107.2 . . ?
C18 C17 H17A 107.9 . . ?
C18 C17 H17B 107.9 . . ?
C18 C17 P2 117.6(7) . . ?
P2 C17 H17A 107.9 . . ?
P2 C17 H17B 107.9 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C1 Ni1 P1 91.1(2) . . ?
C1 Ni1 P2 91.1(2) . . ?
F1 Ni1 C1 179.3(3) . . ?
F1 Ni1 P1 88.60(16) . . ?
F1 Ni1 P2 89.30(16) . . ?
P2 Ni1 P1 173.12(9) . . ?
C7 P1 Ni1 113.2(3) . . ?
C9 P1 C7 101.1(4) . . ?
C9 P1 C11 107.0(4) . . ?
C9 P1 Ni1 111.6(3) . . ?
C11 P1 C7 104.5(4) . . ?
C11 P1 Ni1 117.9(3) . . ?
C13 P2 C15 104.4(4) . . ?
C13 P2 Ni1 110.2(3) . . ?
C15 P2 Ni1 113.7(3) . . ?
C17 P2 C13 103.1(4) . . ?
C17 P2 C15 105.3(4) . . ?
C17 P2 Ni1 118.8(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 0.4(11) . . . . ?
C1 C2 C3 F2 -179.6(7) . . . . ?
C2 C1 C6 C5 2.0(10) . . . . ?
C2 C1 C6 F5 -175.5(6) . . . . ?
C2 C1 Ni1 P1 -85.3(6) . . . . ?
C2 C1 Ni1 P2 101.2(6) . . . . ?
C2 C3 C4 C5 1.7(12) . . . . ?
C2 C3 C4 F3 179.4(6) . . . . ?
C3 C4 C5 C6 -1.8(12) . . . . ?
C3 C4 C5 F4 179.0(7) . . . . ?
C4 C5 C6 C1 -0.1(11) . . . . ?
C4 C5 C6 F5 177.5(6) . . . . ?
C6 C1 C2 C3 -2.1(10) . . . . ?
C6 C1 C2 I1 175.7(5) . . . . ?
C6 C1 Ni1 P1 90.5(5) . . . . ?
C6 C1 Ni1 P2 -83.0(5) . . . . ?
C8 C7 P1 C9 -167.0(7) . . . . ?
C8 C7 P1 C11 -56.0(8) . . . . ?
C8 C7 P1 Ni1 73.6(7) . . . . ?
C10 C9 P1 C7 179.8(7) . . . . ?
C10 C9 P1 C11 70.7(7) . . . . ?
C10 C9 P1 Ni1 -59.6(7) . . . . ?
C12 C11 P1 C7 -54.8(7) . . . . ?
C12 C11 P1 C9 51.9(7) . . . . ?
C12 C11 P1 Ni1 178.5(5) . . . . ?
C14 C13 P2 C15 -62.6(7) . . . . ?
C14 C13 P2 C17 -172.4(6) . . . . ?
C14 C13 P2 Ni1 59.9(7) . . . . ?
C16 C15 P2 C13 -166.2(7) . . . . ?
C16 C15 P2 C17 -58.0(8) . . . . ?
C16 C15 P2 Ni1 73.6(7) . . . . ?
C18 C17 P2 C13 55.1(8) . . . . ?
C18 C17 P2 C15 -54.1(9) . . . . ?
C18 C17 P2 Ni1 177.2(6) . . . . ?
F2 C3 C4 C5 -178.3(7) . . . . ?
F2 C3 C4 F3 -0.7(11) . . . . ?
F3 C4 C5 C6 -179.4(6) . . . . ?
F3 C4 C5 F4 1.4(11) . . . . ?
F4 C5 C6 C1 179.1(6) . . . . ?
F4 C5 C6 F5 -3.3(10) . . . . ?
I1 C2 C3 C4 -177.6(6) . . . . ?
I1 C2 C3 F2 2.5(9) . . . . ?
Ni1 C1 C2 C3 173.9(5) . . . . ?
Ni1 C1 C2 I1 -8.3(8) . . . . ?
Ni1 C1 C6 C5 -174.2(6) . . . . ?
Ni1 C1 C6 F5 8.3(9) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1 0 0 0.0844 0.9694 0.0006 -0.0270 -0.0421 0.0529 -0.0283
-2 -5 -1 0.0809 -1.9760 -5.0066 -0.9726 -0.1467 -0.2734 0.1071
0 0 -1 0.0827 -0.0288 -0.0021 -1.0297 -0.0189 0.0135 0.0721
0 0 1 0.0827 0.0288 0.0021 1.0297 0.0189 -0.0135 -0.0721
2 5 1 0.1363 1.9760 5.0066 0.9726 0.1467 0.2734 -0.1071
0 5 -3 0.1029 -0.0781 4.9970 -3.0921 0.1551 0.2216 0.2378
-4 -5 3 0.1027 -3.7993 -4.9993 3.2002 0.0132 -0.4332 -0.1245
0 -5 3 0.1029 0.0781 -4.9970 3.0921 -0.1551 -0.2216 -0.2378
-1 0 0 0.0844 -0.9694 -0.0006 0.0270 0.0421 -0.0529 0.0283
4 3 -5 0.0705 3.7383 2.9937 -5.2583 -0.1358 0.3877 0.2601
-3 5 -1 0.0909 -2.9285 4.9995 -0.9517 0.3192 0.0360 0.1785
4 -5 0 0.0980 3.8690 -5.0010 -0.1050 -0.3802 0.0304 -0.1348
0 -5 -3 0.0850 -0.0949 -5.0097 -3.0860 -0.2687 -0.1406 0.1947
-5 5 3 0.1000 -4.7519 5.0068 3.2211 0.4791 -0.1238 -0.0531
0 5 3 0.1232 0.0949 5.0097 3.0860 0.2687 0.1406 -0.1947

_olex2_computing_structure_solution_long 'ShelXS (Sheldrick, 2008)'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Hexane'
####################################################################### 
# 
# 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_1pF_VT_200K_rnp1416a_twin1_hklf4
_database_code_depnum_ccdc_archive 'CCDC 1825441'
_audit_update_record             
;
2018-02-23 deposited with the CCDC.
2018-03-19 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT434_1pF_VT_200K_rnp1416a_twin1_hklf4 
;
PROBLEM: Short Inter HL..HL Contact I1       ..F1               2.65 Ang.
RESPONSE: This is due to halogen bonding
;
# Added during the CSD deposition process: Friday 23 February 2018 12:47 PM
# end Validation Reply Form

_audit_creation_date             2014-06-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.06.18 svn.r2945 for OlexSys, GUI svn.r4846)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C18 H30 F5 I Ni P2'
_chemical_formula_sum            'C18 H30 F5 I Ni P2'
_chemical_formula_weight         588.97
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H30 F5 I1 Ni1 P2'
_chemical_oxdiff_usercomment     "Vargini's Ni(F)(PEt3)2(C6F4I) 110K"
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'I 1 2 1'
_space_group_name_Hall           'I 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'

_cell_length_a                   7.8920(5)
_cell_length_b                   11.3325(4)
_cell_length_c                   12.9439(5)
_cell_angle_alpha                90
_cell_angle_beta                 94.434(5)
_cell_angle_gamma                90
_cell_volume                     1154.19(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2721
_cell_measurement_temperature    111(2)
_cell_measurement_theta_max      31.4640
_cell_measurement_theta_min      3.5820
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.357
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89095
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.695
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             588
_exptl_crystal_size_max          0.3444
_exptl_crystal_size_mid          0.0676
_exptl_crystal_size_min          0.0297
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0495
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            4467
_diffrn_reflns_point_group_measured_fraction_full 0.902
_diffrn_reflns_point_group_measured_fraction_max 0.849
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.115
_diffrn_reflns_theta_min         2.926
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      111(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   59.00   95.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       26.6365   57.0000   30.0000 36

#__ type_ start__ end____ width___ exp.time_
  2 omega   16.00   41.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       26.6365  -57.0000 -120.0000 25

#__ type_ start__ end____ width___ exp.time_
  3 omega    6.00   69.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       26.6365  -99.0000    0.0000 63

#__ type_ start__ end____ width___ exp.time_
  4 omega  -20.00   61.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       26.6365  -99.0000 -120.0000 81

#__ type_ start__ end____ width___ exp.time_
  5 omega  -39.00   96.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       26.6365    0.0000 -150.0000 135

#__ type_ start__ end____ width___ exp.time_
  6 omega   63.00  101.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       26.6365  178.0000 -120.0000 38

#__ type_ start__ end____ width___ exp.time_
  7 omega   -2.00   31.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       26.6365   77.0000  120.0000 33
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0679480000
_diffrn_orient_matrix_UB_12      -0.0259017000
_diffrn_orient_matrix_UB_13      -0.0312029000
_diffrn_orient_matrix_UB_21      0.0192951000
_diffrn_orient_matrix_UB_22      -0.0556201000
_diffrn_orient_matrix_UB_23      0.0229863000
_diffrn_orient_matrix_UB_31      -0.0561751000
_diffrn_orient_matrix_UB_32      0.0121637000
_diffrn_orient_matrix_UB_33      0.0389430000
loop_
_diffrn_oxdiff_twin_id
_diffrn_oxdiff_twin_ratio
_diffrn_oxdiff_twin_reflns_isolated
_diffrn_oxdiff_twin_reflns_overlapped
1 0.7754 3330 2148
2 0.2246 3364 2148

_diffrn_oxdiff_twin_integration_method simultaneous
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.645
_reflns_Friedel_fraction_full    0.793
_reflns_Friedel_fraction_max     0.699
_reflns_number_gt                4037
_reflns_number_total             4467
_reflns_special_details          
;
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.791
_refine_diff_density_min         -0.417
_refine_diff_density_rms         0.111
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -0.019(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.969
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     129
_refine_ls_number_reflns         4467
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0364
_refine_ls_R_factor_gt           0.0312
_refine_ls_restrained_S_all      0.969
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0295P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0611
_refine_ls_wR_factor_ref         0.0622
_refine_special_details          
;The crystal was merohedrally twinned which was modelled using
CrysAlisPro with a two component system and a BASF of 0.1923(6).,Twin
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C5(H5,H), C7(HC,HD), C9(HE,HF)
2.b Idealised Me refined as rotating group:
 C6(HA,HB,H6), C10(HG,HH,HI), C8(H8,HJ,HK)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   ?
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
I1 I 0.5000 0.80095(2) 0.5000 0.01742(13) Uani 1 2 d S T P . .
Ni1 Ni 0.5000 0.19727(8) 0.5000 0.0109(2) Uani 1 2 d S T P . .
P1 P 0.57984(17) 0.20250(12) 0.66746(9) 0.0123(3) Uani 1 1 d . . . . .
C4 C 0.5000 0.6165(7) 0.5000 0.0096(17) Uani 1 2 d S T P . .
C1 C 0.5000 0.3625(8) 0.5000 0.014(2) Uani 1 2 d S T P . .
F1 F 0.5000 0.0350(3) 0.5000 0.0249(12) Uani 1 2 d S T P . .
F2 F 0.7931(5) 0.3739(3) 0.4731(3) 0.0181(8) Uani 1 1 d . . . . .
F3 F 0.7955(5) 0.6076(3) 0.4777(3) 0.0214(9) Uani 1 1 d . . . . .
C2 C 0.6448(7) 0.4298(5) 0.4877(4) 0.0128(11) Uani 1 1 d . . . . .
C3 C 0.6463(8) 0.5511(5) 0.4886(4) 0.0140(11) Uani 1 1 d . . . . .
C5 C 0.4619(6) 0.3060(7) 0.7428(3) 0.0192(9) Uani 1 1 d . . . . .
H5 H 0.4747 0.3857 0.7132 0.023 Uiso 1 1 calc R . . . .
H H 0.3399 0.2851 0.7329 0.023 Uiso 1 1 calc R . . . .
C6 C 0.5105(7) 0.3131(7) 0.8591(3) 0.0194(11) Uani 1 1 d . . . . .
HA H 0.4352 0.3690 0.8908 0.029 Uiso 1 1 calc GR . . . .
HB H 0.6284 0.3401 0.8709 0.029 Uiso 1 1 calc GR . . . .
H6 H 0.4991 0.2350 0.8902 0.029 Uiso 1 1 calc GR . . . .
C7 C 0.8028(7) 0.2440(5) 0.6947(4) 0.0180(11) Uani 1 1 d . . . . .
HC H 0.8196 0.3254 0.6696 0.022 Uiso 1 1 calc R . . . .
HD H 0.8310 0.2433 0.7705 0.022 Uiso 1 1 calc R . . . .
C9 C 0.5623(7) 0.0606(4) 0.7322(4) 0.0187(11) Uani 1 1 d . . . . .
HE H 0.6290 0.0011 0.6966 0.022 Uiso 1 1 calc R . . . .
HF H 0.6127 0.0675 0.8044 0.022 Uiso 1 1 calc R . . . .
C10 C 0.3806(7) 0.0175(5) 0.7337(4) 0.0270(14) Uani 1 1 d . . . . .
HG H 0.3163 0.0721 0.7744 0.041 Uiso 1 1 calc GR . . . .
HH H 0.3800 -0.0612 0.7650 0.041 Uiso 1 1 calc GR . . . .
HI H 0.3281 0.0137 0.6627 0.041 Uiso 1 1 calc GR . . . .
C8 C 0.9240(8) 0.1607(6) 0.6430(5) 0.0289(15) Uani 1 1 d . . . . .
H8 H 0.8864 0.1519 0.5695 0.043 Uiso 1 1 calc GR . . . .
HJ H 0.9238 0.0833 0.6769 0.043 Uiso 1 1 calc GR . . . .
HK H 1.0392 0.1935 0.6497 0.043 Uiso 1 1 calc GR . . . .


_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
I1 C4 2.090(8) . ?
Ni1 P1 2.2108(12) . ?
Ni1 P1 2.2107(12) 2_656 ?
Ni1 C1 1.872(10) . ?
Ni1 F1 1.839(4) . ?
P1 C5 1.826(6) . ?
P1 C7 1.829(5) . ?
P1 C9 1.824(5) . ?
C4 C3 1.390(8) 2_656 ?
C4 C3 1.390(8) . ?
C1 C2 1.393(8) 2_656 ?
C1 C2 1.393(8) . ?
F2 C2 1.357(7) . ?
F3 C3 1.357(7) . ?
C2 C3 1.374(6) . ?
C5 H5 0.9900 . ?
C5 H 0.9900 . ?
C5 C6 1.527(6) . ?
C6 HA 0.9800 . ?
C6 HB 0.9800 . ?
C6 H6 0.9800 . ?
C7 HC 0.9900 . ?
C7 HD 0.9900 . ?
C7 C8 1.534(8) . ?
C9 HE 0.9900 . ?
C9 HF 0.9900 . ?
C9 C10 1.516(7) . ?
C10 HG 0.9800 . ?
C10 HH 0.9800 . ?
C10 HI 0.9800 . ?
C8 H8 0.9800 . ?
C8 HJ 0.9800 . ?
C8 HK 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
P1 Ni1 P1 176.93(9) 2_656 . ?
C1 Ni1 P1 88.46(4) . 2_656 ?
C1 Ni1 P1 88.46(4) . . ?
F1 Ni1 P1 91.54(4) . . ?
F1 Ni1 P1 91.54(4) . 2_656 ?
F1 Ni1 C1 180.0 . . ?
C5 P1 Ni1 114.99(15) . . ?
C5 P1 C7 104.7(3) . . ?
C7 P1 Ni1 113.12(17) . . ?
C9 P1 Ni1 113.62(17) . . ?
C9 P1 C5 105.1(3) . . ?
C9 P1 C7 104.2(2) . . ?
C3 C4 I1 122.3(4) . . ?
C3 C4 I1 122.3(4) 2_656 . ?
C3 C4 C3 115.5(8) 2_656 . ?
C2 C1 Ni1 123.2(4) . . ?
C2 C1 Ni1 123.2(4) 2_656 . ?
C2 C1 C2 113.6(8) . 2_656 ?
F2 C2 C1 118.9(5) . . ?
F2 C2 C3 117.5(6) . . ?
C3 C2 C1 123.6(7) . . ?
F3 C3 C4 119.6(5) . . ?
F3 C3 C2 118.6(6) . . ?
C2 C3 C4 121.8(7) . . ?
P1 C5 H5 107.9 . . ?
P1 C5 H 107.9 . . ?
H5 C5 H 107.2 . . ?
C6 C5 P1 117.5(4) . . ?
C6 C5 H5 107.9 . . ?
C6 C5 H 107.9 . . ?
C5 C6 HA 109.5 . . ?
C5 C6 HB 109.5 . . ?
C5 C6 H6 109.5 . . ?
HA C6 HB 109.5 . . ?
HA C6 H6 109.5 . . ?
HB C6 H6 109.5 . . ?
P1 C7 HC 109.1 . . ?
P1 C7 HD 109.1 . . ?
HC C7 HD 107.9 . . ?
C8 C7 P1 112.4(4) . . ?
C8 C7 HC 109.1 . . ?
C8 C7 HD 109.1 . . ?
P1 C9 HE 108.9 . . ?
P1 C9 HF 108.9 . . ?
HE C9 HF 107.7 . . ?
C10 C9 P1 113.3(4) . . ?
C10 C9 HE 108.9 . . ?
C10 C9 HF 108.9 . . ?
C9 C10 HG 109.5 . . ?
C9 C10 HH 109.5 . . ?
C9 C10 HI 109.5 . . ?
HG C10 HH 109.5 . . ?
HG C10 HI 109.5 . . ?
HH C10 HI 109.5 . . ?
C7 C8 H8 109.5 . . ?
C7 C8 HJ 109.5 . . ?
C7 C8 HK 109.5 . . ?
H8 C8 HJ 109.5 . . ?
H8 C8 HK 109.5 . . ?
HJ C8 HK 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
I1 C4 C3 F3 0.5(6) . . . . ?
I1 C4 C3 C2 -179.4(5) . . . . ?
Ni1 P1 C5 C6 179.7(4) . . . . ?
Ni1 P1 C7 C8 -57.8(4) . . . . ?
Ni1 P1 C9 C10 -65.2(4) . . . . ?
Ni1 C1 C2 F2 1.2(5) . . . . ?
Ni1 C1 C2 C3 -179.4(5) . . . . ?
P1 Ni1 C1 C2 -94.2(3) . . . 2_656 ?
P1 Ni1 C1 C2 85.8(3) . . . . ?
P1 Ni1 C1 C2 85.8(3) 2_656 . . 2_656 ?
P1 Ni1 C1 C2 -94.2(3) 2_656 . . . ?
C1 C2 C3 C4 -1.3(10) . . . . ?
C1 C2 C3 F3 178.8(3) . . . . ?
F2 C2 C3 C4 178.2(3) . . . . ?
F2 C2 C3 F3 -1.7(9) . . . . ?
C2 C1 C2 F2 -178.8(5) 2_656 . . . ?
C2 C1 C2 C3 0.6(5) 2_656 . . . ?
C3 C4 C3 F3 -179.5(6) 2_656 . . . ?
C3 C4 C3 C2 0.6(5) 2_656 . . . ?
C5 P1 C7 C8 176.2(4) . . . . ?
C5 P1 C9 C10 61.3(4) . . . . ?
C7 P1 C5 C6 -55.5(6) . . . . ?
C7 P1 C9 C10 171.2(4) . . . . ?
C9 P1 C5 C6 53.9(6) . . . . ?
C9 P1 C7 C8 66.0(4) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1 0 -1 0.0148 -0.9962 -0.0007 -0.9979 0.0988 -0.0421 0.0171
-1 0 2 0.0189 -0.9986 -0.0010 1.9940 0.0057 0.0266 0.1337
1 0 1 0.0148 0.9962 0.0007 0.9979 -0.0988 0.0421 -0.0171
1 0 -2 0.0449 0.9986 0.0010 -1.9940 -0.0057 -0.0266 -0.1337
0 -1 0 0.1801 0.0001 -0.9969 0.0005 0.0258 0.0555 -0.0121
0 1 0 0.1643 -0.0001 0.9969 -0.0005 -0.0258 -0.0555 0.0121

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Hexane'
####################################################################### 
# 
# 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_rnp1333
_database_code_depnum_ccdc_archive 'CCDC 1825443'
_audit_update_record             
;
2018-02-23 deposited with the CCDC.
2018-03-19 downloaded from the CCDC.
;
_audit_creation_date             2018-02-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H30 Cl F4 I Ni P2'
_chemical_formula_sum            'C18 H30 Cl F4 I Ni P2'
_chemical_formula_weight         605.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H30 F4 I1 Cl1 Ni1 P2'
_chemical_oxdiff_usercomment     "Vargini's Ni(Cl)(PEt3)2(C6F4I)"
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'
Cl Cl 0.1484 0.1585 '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'
I I -0.4742 1.8119 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.95341(11)
_cell_length_b                   16.0611(2)
_cell_length_c                   15.04577(13)
_cell_angle_alpha                90
_cell_angle_beta                 97.0034(9)
_cell_angle_gamma                90
_cell_volume                     2387.31(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9010
_cell_measurement_temperature    110.05(10)
_cell_measurement_theta_max      31.9120
_cell_measurement_theta_min      2.9010
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.384
_exptl_absorpt_correction_T_max  0.856
_exptl_absorpt_correction_T_min  0.713
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.684
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1208
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Hexane'
_exptl_crystal_size_max          0.2057
_exptl_crystal_size_mid          0.1065
_exptl_crystal_size_min          0.0789
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0244
_diffrn_reflns_av_unetI/netI     0.0325
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.915
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            18822
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.915
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         32.110
_diffrn_reflns_theta_min         2.877
_diffrn_ambient_temperature      110.05(10)
_diffrn_detector_area_resol_mean 16.1450
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.915
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega    5.00   81.00   1.0000   24.0000
omega____ theta____ kappa____ phi______ frames
    -       26.5735   77.0000  120.0000 76

#__ type_ start__ end____ width___ exp.time_
  2 omega   16.00   63.00   1.0000   24.0000
omega____ theta____ kappa____ phi______ frames
    -       26.5735   77.0000 -150.0000 47

#__ type_ start__ end____ width___ exp.time_
  3 omega   -2.00   75.00   1.0000   24.0000
omega____ theta____ kappa____ phi______ frames
    -       26.5735   77.0000  -60.0000 77

#__ type_ start__ end____ width___ exp.time_
  4 omega    5.00   52.00   1.0000   24.0000
omega____ theta____ kappa____ phi______ frames
    -       26.5735   77.0000   30.0000 47

#__ type_ start__ end____ width___ exp.time_
  5 omega  -20.00   59.00   1.0000   24.0000
omega____ theta____ kappa____ phi______ frames
    -       26.5735  -99.0000 -180.0000 79
;
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0193020000
_diffrn_orient_matrix_UB_12      -0.0306039000
_diffrn_orient_matrix_UB_13      0.0330539000
_diffrn_orient_matrix_UB_21      -0.0663954000
_diffrn_orient_matrix_UB_22      -0.0167847000
_diffrn_orient_matrix_UB_23      -0.0063915000
_diffrn_orient_matrix_UB_31      0.0193436000
_diffrn_orient_matrix_UB_32      -0.0270494000
_diffrn_orient_matrix_UB_33      -0.0335057000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.710
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6547
_reflns_number_total             7680
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.01
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.722
_refine_diff_density_min         -0.401
_refine_diff_density_rms         0.092
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     250
_refine_ls_number_reflns         7680
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0343
_refine_ls_R_factor_gt           0.0254
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0159P)²+1.1785P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0496
_refine_ls_wR_factor_ref         0.0537
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C9(H9A,H9B), C11(H11A,H11B), C13(H13A,H13B), C15(H15A,H15B),
 C17(H17A,H17B)
2.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C14(H14A,H14B,
 H14C), C16(H16A,H16B,H16C), C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
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 0.91316(17) 0.27889(11) 0.41047(10) 0.0122(3) Uani 1 1 d . . . . .
C2 C 1.00376(17) 0.21891(11) 0.38948(10) 0.0135(3) Uani 1 1 d . . . . .
C3 C 1.11352(17) 0.19236(10) 0.44761(10) 0.0132(3) Uani 1 1 d . . . . .
C4 C 1.13772(17) 0.22447(11) 0.53352(10) 0.0139(3) Uani 1 1 d . . . . .
C5 C 1.04708(17) 0.28324(11) 0.55713(10) 0.0141(3) Uani 1 1 d . . . . .
C6 C 0.93990(17) 0.30970(11) 0.49677(10) 0.0138(3) Uani 1 1 d . . . . .
C7 C 0.5622(2) 0.14798(12) 0.27570(12) 0.0217(4) Uani 1 1 d . . . . .
H7A H 0.4990 0.1085 0.2994 0.026 Uiso 1 1 calc R . . . .
H7B H 0.5089 0.1832 0.2303 0.026 Uiso 1 1 calc R . . . .
C8 C 0.6648(2) 0.09893(16) 0.23055(16) 0.0416(6) Uani 1 1 d . . . . .
H8A H 0.6183 0.0685 0.1793 0.062 Uiso 1 1 calc GR . . . .
H8B H 0.7113 0.0593 0.2733 0.062 Uiso 1 1 calc GR . . . .
H8C H 0.7310 0.1372 0.2098 0.062 Uiso 1 1 calc GR . . . .
C9 C 0.7090(2) 0.14229(12) 0.45451(13) 0.0241(4) Uani 1 1 d . . . . .
H9A H 0.7926 0.1180 0.4358 0.029 Uiso 1 1 calc R . . . .
H9B H 0.7357 0.1748 0.5098 0.029 Uiso 1 1 calc R . . . .
C10 C 0.6181(2) 0.07124(13) 0.47722(14) 0.0284(4) Uani 1 1 d . . . . .
H10A H 0.5944 0.0366 0.4240 0.043 Uiso 1 1 calc GR . . . .
H10B H 0.5354 0.0940 0.4971 0.043 Uiso 1 1 calc GR . . . .
H10C H 0.6660 0.0374 0.5252 0.043 Uiso 1 1 calc GR . . . .
C11 C 0.48975(19) 0.26041(13) 0.40930(13) 0.0230(4) Uani 1 1 d . . . . .
H11A H 0.4339 0.2889 0.3594 0.028 Uiso 1 1 calc R . . . .
H11B H 0.4343 0.2154 0.4311 0.028 Uiso 1 1 calc R . . . .
C12 C 0.5266(2) 0.32283(14) 0.48515(15) 0.0322(5) Uani 1 1 d . . . . .
H12A H 0.5829 0.3672 0.4644 0.048 Uiso 1 1 calc GR . . . .
H12B H 0.5770 0.2943 0.5364 0.048 Uiso 1 1 calc GR . . . .
H12C H 0.4438 0.3470 0.5033 0.048 Uiso 1 1 calc GR . . . .
C13 C 0.94356(19) 0.39957(12) 0.17883(11) 0.0184(4) Uani 1 1 d . . . . .
H13A H 1.0087 0.3528 0.1863 0.022 Uiso 1 1 calc R . . . .
H13B H 0.8637 0.3803 0.1384 0.022 Uiso 1 1 calc R . . . .
C14 C 1.0090(2) 0.47075(13) 0.13275(12) 0.0238(4) Uani 1 1 d . . . . .
H14A H 1.0356 0.4511 0.0757 0.036 Uiso 1 1 calc GR . . . .
H14B H 1.0893 0.4902 0.1713 0.036 Uiso 1 1 calc GR . . . .
H14C H 0.9443 0.5166 0.1216 0.036 Uiso 1 1 calc GR . . . .
C15 C 1.04081(18) 0.46013(12) 0.35805(11) 0.0175(3) Uani 1 1 d . . . . .
H15A H 1.0601 0.5170 0.3377 0.021 Uiso 1 1 calc R . . . .
H15B H 1.0190 0.4648 0.4203 0.021 Uiso 1 1 calc R . . . .
C16 C 1.16996(18) 0.40896(13) 0.35967(13) 0.0219(4) Uani 1 1 d . . . . .
H16A H 1.1950 0.4046 0.2988 0.033 Uiso 1 1 calc GR . . . .
H16B H 1.1548 0.3531 0.3827 0.033 Uiso 1 1 calc GR . . . .
H16C H 1.2432 0.4362 0.3985 0.033 Uiso 1 1 calc GR . . . .
C17 C 0.78801(19) 0.51729(11) 0.27484(11) 0.0179(4) Uani 1 1 d . . . . .
H17A H 0.8462 0.5642 0.2604 0.021 Uiso 1 1 calc R . . . .
H17B H 0.7153 0.5104 0.2243 0.021 Uiso 1 1 calc R . . . .
C18 C 0.7247(2) 0.53780(14) 0.36022(13) 0.0261(4) Uani 1 1 d . . . . .
H18A H 0.6782 0.5916 0.3530 0.039 Uiso 1 1 calc GR . . . .
H18B H 0.7960 0.5406 0.4112 0.039 Uiso 1 1 calc GR . . . .
H18C H 0.6595 0.4943 0.3710 0.039 Uiso 1 1 calc GR . . . .
Cl1 Cl 0.60650(5) 0.35121(3) 0.22105(3) 0.02827(11) Uani 1 1 d . . . . .
F2 F 0.98703(11) 0.18370(7) 0.30662(6) 0.0207(2) Uani 1 1 d . . . . .
F3 F 1.19930(11) 0.13561(7) 0.41971(7) 0.0199(2) Uani 1 1 d . . . . .
F5 F 1.06291(11) 0.31591(7) 0.64015(6) 0.0218(2) Uani 1 1 d . . . . .
F6 F 0.85782(11) 0.36929(7) 0.52502(7) 0.0212(2) Uani 1 1 d . . . . .
I1 I 1.30652(2) 0.18846(2) 0.62055(2) 0.01706(3) Uani 1 1 d . . . . .
Ni1 Ni 0.76892(2) 0.31465(2) 0.32665(2) 0.01281(5) Uani 1 1 d . . . . .
P1 P 0.63715(5) 0.21435(3) 0.36701(3) 0.01592(9) Uani 1 1 d . . . . .
P2 P 0.88898(4) 0.42208(3) 0.28810(3) 0.01278(8) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.382(2) . ?
C1 C6 1.385(2) . ?
C1 Ni1 1.8814(16) . ?
C2 C3 1.381(2) . ?
C2 F2 1.3606(17) . ?
C3 C4 1.385(2) . ?
C3 F3 1.3503(19) . ?
C4 C5 1.382(2) . ?
C4 I1 2.0822(16) . ?
C5 C6 1.381(2) . ?
C5 F5 1.3464(18) . ?
C6 F6 1.360(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.514(3) . ?
C7 P1 1.8249(18) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.521(3) . ?
C9 P1 1.8317(19) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.530(3) . ?
C11 P1 1.825(2) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.524(3) . ?
C13 P2 1.8293(17) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.523(3) . ?
C15 P2 1.8377(17) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.534(3) . ?
C17 P2 1.8275(18) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
Cl1 Ni1 2.2038(5) . ?
Ni1 P1 2.2086(5) . ?
Ni1 P2 2.2160(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
C2 C1 C6 114.02(14) . . ?
C2 C1 Ni1 121.70(11) . . ?
C6 C1 Ni1 124.27(13) . . ?
C3 C2 C1 123.94(14) . . ?
F2 C2 C1 119.25(14) . . ?
F2 C2 C3 116.81(15) . . ?
C2 C3 C4 120.68(16) . . ?
F3 C3 C2 119.53(14) . . ?
F3 C3 C4 119.78(14) . . ?
C3 C4 I1 121.24(13) . . ?
C5 C4 C3 116.71(14) . . ?
C5 C4 I1 122.02(11) . . ?
C6 C5 C4 121.16(14) . . ?
F5 C5 C4 119.90(14) . . ?
F5 C5 C6 118.93(15) . . ?
C5 C6 C1 123.46(16) . . ?
F6 C6 C1 119.38(14) . . ?
F6 C6 C5 117.16(14) . . ?
H7A C7 H7B 107.7 . . ?
C8 C7 H7A 108.8 . . ?
C8 C7 H7B 108.8 . . ?
C8 C7 P1 113.94(14) . . ?
P1 C7 H7A 108.8 . . ?
P1 C7 H7B 108.8 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
H9A C9 H9B 107.3 . . ?
C10 C9 H9A 108.2 . . ?
C10 C9 H9B 108.2 . . ?
C10 C9 P1 116.41(14) . . ?
P1 C9 H9A 108.2 . . ?
P1 C9 H9B 108.2 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
H11A C11 H11B 107.7 . . ?
C12 C11 H11A 108.9 . . ?
C12 C11 H11B 108.9 . . ?
C12 C11 P1 113.30(14) . . ?
P1 C11 H11A 108.9 . . ?
P1 C11 H11B 108.9 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
H13A C13 H13B 107.3 . . ?
C14 C13 H13A 108.1 . . ?
C14 C13 H13B 108.1 . . ?
C14 C13 P2 116.80(13) . . ?
P2 C13 H13A 108.1 . . ?
P2 C13 H13B 108.1 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
H15A C15 H15B 107.2 . . ?
C16 C15 H15A 107.9 . . ?
C16 C15 H15B 107.9 . . ?
C16 C15 P2 117.59(13) . . ?
P2 C15 H15A 107.9 . . ?
P2 C15 H15B 107.9 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
H17A C17 H17B 108.0 . . ?
C18 C17 H17A 109.3 . . ?
C18 C17 H17B 109.3 . . ?
C18 C17 P2 111.39(12) . . ?
P2 C17 H17A 109.3 . . ?
P2 C17 H17B 109.3 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C1 Ni1 Cl1 175.82(5) . . ?
C1 Ni1 P1 91.33(5) . . ?
C1 Ni1 P2 91.22(5) . . ?
Cl1 Ni1 P1 89.116(19) . . ?
Cl1 Ni1 P2 88.590(18) . . ?
P1 Ni1 P2 175.65(2) . . ?
C7 P1 C9 105.06(9) . . ?
C7 P1 C11 103.13(9) . . ?
C7 P1 Ni1 114.89(7) . . ?
C9 P1 Ni1 117.74(7) . . ?
C11 P1 C9 105.41(9) . . ?
C11 P1 Ni1 109.25(7) . . ?
C13 P2 C15 105.48(8) . . ?
C13 P2 Ni1 108.06(6) . . ?
C15 P2 Ni1 122.76(6) . . ?
C17 P2 C13 106.67(8) . . ?
C17 P2 C15 100.79(9) . . ?
C17 P2 Ni1 111.91(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 1.3(3) . . . . ?
C1 C2 C3 F3 -177.51(16) . . . . ?
C2 C1 C6 C5 -0.1(3) . . . . ?
C2 C1 C6 F6 179.78(15) . . . . ?
C2 C1 Ni1 P1 87.85(14) . . . . ?
C2 C1 Ni1 P2 -95.67(14) . . . . ?
C2 C3 C4 C5 0.2(3) . . . . ?
C2 C3 C4 I1 -177.73(13) . . . . ?
C3 C4 C5 C6 -1.5(3) . . . . ?
C3 C4 C5 F5 178.72(15) . . . . ?
C4 C5 C6 C1 1.5(3) . . . . ?
C4 C5 C6 F6 -178.33(15) . . . . ?
C6 C1 C2 C3 -1.3(3) . . . . ?
C6 C1 C2 F2 179.56(15) . . . . ?
C6 C1 Ni1 P1 -92.94(15) . . . . ?
C6 C1 Ni1 P2 83.55(15) . . . . ?
C8 C7 P1 C9 -67.53(18) . . . . ?
C8 C7 P1 C11 -177.73(17) . . . . ?
C8 C7 P1 Ni1 63.49(17) . . . . ?
C10 C9 P1 C7 -47.49(18) . . . . ?
C10 C9 P1 C11 61.06(18) . . . . ?
C10 C9 P1 Ni1 -176.84(13) . . . . ?
C12 C11 P1 C7 -177.43(15) . . . . ?
C12 C11 P1 C9 72.63(17) . . . . ?
C12 C11 P1 Ni1 -54.79(16) . . . . ?
C14 C13 P2 C15 -56.35(16) . . . . ?
C14 C13 P2 C17 50.25(16) . . . . ?
C14 C13 P2 Ni1 170.74(12) . . . . ?
C16 C15 P2 C13 -49.19(15) . . . . ?
C16 C15 P2 C17 -160.03(14) . . . . ?
C16 C15 P2 Ni1 74.92(15) . . . . ?
C18 C17 P2 C13 174.41(14) . . . . ?
C18 C17 P2 C15 -75.67(15) . . . . ?
C18 C17 P2 Ni1 56.42(15) . . . . ?
F2 C2 C3 C4 -179.54(15) . . . . ?
F2 C2 C3 F3 1.6(2) . . . . ?
F3 C3 C4 C5 179.00(15) . . . . ?
F3 C3 C4 I1 1.1(2) . . . . ?
F5 C5 C6 C1 -178.71(16) . . . . ?
F5 C5 C6 F6 1.4(2) . . . . ?
I1 C4 C5 C6 176.36(13) . . . . ?
I1 C4 C5 F5 -3.4(2) . . . . ?
Ni1 C1 C2 C3 177.97(13) . . . . ?
Ni1 C1 C2 F2 -1.2(2) . . . . ?
Ni1 C1 C6 C5 -179.36(13) . . . . ?
Ni1 C1 C6 F6 0.5(2) . . . . ?


loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
7 -19 3 0.0450 7.3315 -18.6463 3.2212 0.8186 -0.1944 0.5383
-2 7 20 0.0836 -2.2149 6.9164 20.1761 0.4125 -0.0980 -0.9059
-7 19 5 0.0400 -7.2734 18.9812 4.7606 -0.5639 0.1339 -0.8136
11 -8 -14 0.0697 10.5811 -7.7293 -13.7162 -0.0126 -0.4851 0.8733
5 -14 -16 0.0738 4.8978 -13.9183 -15.7742 -0.0009 0.0092 0.9997
1 -16 -15 0.0721 0.8920 -15.9168 -15.0702 0.0062 0.3043 0.9527
-13 -8 1 0.0410 -12.9924 -8.3004 0.6257 0.0239 0.9980 -0.0478
4 16 13 0.0610 3.6239 16.4655 12.7232 -0.0134 -0.5983 -0.8016
-7 7 -16 0.0724 -6.5668 7.2311 -16.1413 -0.8816 0.4178 0.2182
4 21 2 0.0377 4.1975 21.3503 2.2821 -0.4969 -0.6516 -0.5728
7 20 -4 0.0306 6.8946 19.5645 -3.5407 -0.5827 -0.7635 -0.2772
14 3 0 0.0366 13.7493 3.1387 0.3681 0.1815 -0.9679 0.1687
14 4 1 0.0348 13.6363 3.6899 0.9775 0.1826 -0.9736 0.1312
4 0 3 0.0575 4.0000 -0.0000 3.0000 0.1764 -0.2848 -0.0231
4 -3 -1 0.0443 4.0000 -3.0000 -1.0000 0.1360 -0.2088 0.1920

_olex2_date_sample_data_collection 2013-09-26
_olex2_date_sample_submission    11/09/2013
_olex2_exptl_crystal_mounting_method 'oil on loop'
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_1pBr_rnp1339
_database_code_depnum_ccdc_archive 'CCDC 1825444'
_audit_update_record             
;
2018-02-23 deposited with the CCDC.
2018-03-19 downloaded from the CCDC.
;
_audit_creation_date             2013-11-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.09.17 svn.r2790 for OlexSys, GUI svn.r4601)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H30 Br F4 I Ni P2'
_chemical_formula_sum            'C18 H30 Br F4 I Ni P2'
_chemical_formula_weight         649.88
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H30 F4 Br1 I1 Ni1 P2'
_chemical_oxdiff_usercomment     'Vargini 1 4 NiBr'
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   9.95422(18)
_cell_length_b                   16.0712(3)
_cell_length_c                   15.0877(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.7803(19)
_cell_angle_gamma                90.00
_cell_volume                     2401.41(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6931
_cell_measurement_temperature    110.05(10)
_cell_measurement_theta_max      31.8450
_cell_measurement_theta_min      3.2630
_exptl_absorpt_coefficient_mu    3.923
_exptl_absorpt_correction_T_max  0.847
_exptl_absorpt_correction_T_min  0.538
_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. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.798
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1280
_exptl_crystal_size_max          0.5367
_exptl_crystal_size_mid          0.0802
_exptl_crystal_size_min          0.0671
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_unetI/netI     0.0400
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            22833
_diffrn_reflns_theta_full        32.14
_diffrn_reflns_theta_max         32.14
_diffrn_reflns_theta_min         2.87
_diffrn_ambient_temperature      110.05(10)
_diffrn_detector_area_resol_mean 16.1450
_diffrn_measured_fraction_theta_full 0.9983
_diffrn_measured_fraction_theta_max 0.9983
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0076591000
_diffrn_orient_matrix_UB_12      0.0011742000
_diffrn_orient_matrix_UB_13      -0.0472494000
_diffrn_orient_matrix_UB_21      0.0109196000
_diffrn_orient_matrix_UB_22      -0.0435861000
_diffrn_orient_matrix_UB_23      -0.0013876000
_diffrn_orient_matrix_UB_31      -0.0702967000
_diffrn_orient_matrix_UB_32      -0.0070047000
_diffrn_orient_matrix_UB_33      0.0000887000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                6209
_reflns_number_total             7765
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.97
_reflns_threshold_expression     >2sigma(I)
_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_collection       
;
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_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.567
_refine_diff_density_min         -0.683
_refine_diff_density_rms         0.113
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     250
_refine_ls_number_reflns         7765
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0435
_refine_ls_R_factor_gt           0.0277
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0208P)²+0.5506P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0543
_refine_ls_wR_factor_ref         0.0601
_refine_special_details          'a frame omitted with Rint greater than 0.1'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C8(H8A,H8B), C11(H11A,H11B), C17(H17A,H17B), C15(H15A,H15B),
 C13(H13A,H13B)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C10(H10A,H10B,H10C), C18(H18A,H18B,H18C), C12(H12A,H12B,
 H12C), C16(H16A,H16B,H16C), C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.791831(13) 0.191558(9) 0.614224(9) 0.01716(4) Uani 1 1 d . . .
Ni1 Ni 0.26421(3) 0.318613(17) 0.322892(16) 0.01251(6) Uani 1 1 d . . .
Br1 Br 0.09479(2) 0.360056(16) 0.213115(16) 0.02857(7) Uani 1 1 d . . .
P2 P 0.38754(5) 0.42580(3) 0.28621(3) 0.01260(10) Uani 1 1 d . . .
P1 P 0.13276(5) 0.21648(4) 0.36108(4) 0.01534(11) Uani 1 1 d . . .
F1 F 0.48296(13) 0.18771(8) 0.30232(8) 0.0205(3) Uani 1 1 d . . .
F4 F 0.34630(12) 0.37193(8) 0.52005(8) 0.0206(3) Uani 1 1 d . . .
F2 F 0.69095(12) 0.13921(8) 0.41472(8) 0.0193(3) Uani 1 1 d . . .
F3 F 0.54721(13) 0.31828(9) 0.63434(7) 0.0219(3) Uani 1 1 d . . .
C1 C 0.40562(19) 0.28214(13) 0.40589(12) 0.0123(4) Uani 1 1 d . . .
C4 C 0.6251(2) 0.22740(13) 0.52822(13) 0.0137(4) Uani 1 1 d . . .
C2 C 0.4288(2) 0.31244(13) 0.49177(13) 0.0135(4) Uani 1 1 d . . .
C5 C 0.6040(2) 0.19554(13) 0.44270(13) 0.0133(4) Uani 1 1 d . . .
C6 C 0.4965(2) 0.22225(13) 0.38494(12) 0.0133(4) Uani 1 1 d . . .
C9 C 0.4437(2) 0.40533(14) 0.17675(13) 0.0183(4) Uani 1 1 d . . .
H9A H 0.5030 0.3573 0.1819 0.022 Uiso 1 1 calc R . .
H9B H 0.3653 0.3903 0.1365 0.022 Uiso 1 1 calc R . .
C3 C 0.5343(2) 0.28566(14) 0.55171(12) 0.0151(4) Uani 1 1 d . . .
C8 C 0.5396(2) 0.46062(14) 0.35572(14) 0.0171(4) Uani 1 1 d . . .
H8A H 0.5608 0.5164 0.3370 0.021 Uiso 1 1 calc R . .
H8B H 0.5173 0.4644 0.4167 0.021 Uiso 1 1 calc R . .
C7 C 0.6667(2) 0.40809(15) 0.35548(15) 0.0219(5) Uani 1 1 d . . .
H7A H 0.6502 0.3536 0.3780 0.033 Uiso 1 1 calc R . .
H7B H 0.7390 0.4339 0.3925 0.033 Uiso 1 1 calc R . .
H7C H 0.6912 0.4036 0.2957 0.033 Uiso 1 1 calc R . .
C10 C 0.5169(2) 0.47521(15) 0.13422(15) 0.0233(5) Uani 1 1 d . . .
H10A H 0.4598 0.5234 0.1282 0.035 Uiso 1 1 calc R . .
H10B H 0.5388 0.4580 0.0765 0.035 Uiso 1 1 calc R . .
H10C H 0.5984 0.4884 0.1710 0.035 Uiso 1 1 calc R . .
C11 C 0.2920(2) 0.52303(14) 0.27672(14) 0.0173(4) Uani 1 1 d . . .
H11A H 0.3519 0.5683 0.2646 0.021 Uiso 1 1 calc R . .
H11B H 0.2223 0.5191 0.2271 0.021 Uiso 1 1 calc R . .
C17 C -0.0160(2) 0.26004(16) 0.40523(16) 0.0227(5) Uani 1 1 d . . .
H17A H -0.0721 0.2868 0.3572 0.027 Uiso 1 1 calc R . .
H17B H -0.0680 0.2151 0.4278 0.027 Uiso 1 1 calc R . .
C15 C 0.2038(2) 0.14322(15) 0.44609(15) 0.0227(5) Uani 1 1 d . . .
H15A H 0.2868 0.1209 0.4271 0.027 Uiso 1 1 calc R . .
H15B H 0.2275 0.1740 0.5007 0.027 Uiso 1 1 calc R . .
C18 C 0.0183(3) 0.32306(17) 0.47952(17) 0.0311(6) Uani 1 1 d . . .
H18A H 0.0692 0.2962 0.5289 0.047 Uiso 1 1 calc R . .
H18B H -0.0636 0.3453 0.4985 0.047 Uiso 1 1 calc R . .
H18C H 0.0709 0.3674 0.4580 0.047 Uiso 1 1 calc R . .
C13 C 0.0613(2) 0.15090(15) 0.26954(15) 0.0224(5) Uani 1 1 d . . .
H13A H 0.0021 0.1102 0.2927 0.027 Uiso 1 1 calc R . .
H13B H 0.0069 0.1852 0.2270 0.027 Uiso 1 1 calc R . .
C12 C 0.2267(2) 0.54192(16) 0.36185(16) 0.0261(5) Uani 1 1 d . . .
H12A H 0.1623 0.4992 0.3716 0.039 Uiso 1 1 calc R . .
H12B H 0.1817 0.5948 0.3561 0.039 Uiso 1 1 calc R . .
H12C H 0.2951 0.5436 0.4115 0.039 Uiso 1 1 calc R . .
C16 C 0.1142(3) 0.07034(16) 0.46717(17) 0.0284(5) Uani 1 1 d . . .
H16A H 0.0296 0.0910 0.4834 0.043 Uiso 1 1 calc R . .
H16B H 0.1582 0.0388 0.5158 0.043 Uiso 1 1 calc R . .
H16C H 0.0984 0.0353 0.4156 0.043 Uiso 1 1 calc R . .
C14 C 0.1660(3) 0.10576(19) 0.22160(18) 0.0383(7) Uani 1 1 d . . .
H14A H 0.2278 0.1454 0.2007 0.058 Uiso 1 1 calc R . .
H14B H 0.1221 0.0757 0.1718 0.058 Uiso 1 1 calc R . .
H14C H 0.2147 0.0675 0.2618 0.058 Uiso 1 1 calc R . .


_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
I1 C4 2.0822(19) . ?
Ni1 Br1 2.3385(3) . ?
Ni1 P2 2.2175(6) . ?
Ni1 P1 2.2113(6) . ?
Ni1 C1 1.8810(19) . ?
P2 C9 1.826(2) . ?
P2 C8 1.8397(19) . ?
P2 C11 1.828(2) . ?
P1 C17 1.823(2) . ?
P1 C15 1.830(2) . ?
P1 C13 1.824(2) . ?
F1 C6 1.359(2) . ?
F4 C2 1.357(2) . ?
F2 C5 1.349(2) . ?
F3 C3 1.347(2) . ?
C1 C2 1.382(3) . ?
C1 C6 1.379(3) . ?
C4 C5 1.384(3) . ?
C4 C3 1.372(3) . ?
C2 C3 1.384(3) . ?
C5 C6 1.379(3) . ?
C9 C10 1.516(3) . ?
C8 C7 1.522(3) . ?
C11 C12 1.527(3) . ?
C17 C18 1.524(3) . ?
C15 C16 1.525(3) . ?
C13 C14 1.512(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
P2 Ni1 Br1 88.846(16) . . ?
P1 Ni1 Br1 89.572(17) . . ?
P1 Ni1 P2 176.94(2) . . ?
C1 Ni1 Br1 176.61(6) . . ?
C1 Ni1 P2 90.70(6) . . ?
C1 Ni1 P1 91.03(6) . . ?
C9 P2 Ni1 108.27(8) . . ?
C9 P2 C8 105.13(10) . . ?
C9 P2 C11 106.72(10) . . ?
C8 P2 Ni1 122.57(7) . . ?
C11 P2 Ni1 112.76(7) . . ?
C11 P2 C8 100.16(10) . . ?
C17 P1 Ni1 109.50(8) . . ?
C17 P1 C15 105.17(11) . . ?
C17 P1 C13 103.27(11) . . ?
C15 P1 Ni1 117.60(8) . . ?
C13 P1 Ni1 115.30(8) . . ?
C13 P1 C15 104.63(11) . . ?
C2 C1 Ni1 123.89(16) . . ?
C6 C1 Ni1 121.94(14) . . ?
C6 C1 C2 114.17(17) . . ?
C5 C4 I1 121.01(15) . . ?
C3 C4 I1 122.14(14) . . ?
C3 C4 C5 116.80(17) . . ?
F4 C2 C1 119.60(17) . . ?
F4 C2 C3 117.21(17) . . ?
C1 C2 C3 123.18(19) . . ?
F2 C5 C4 119.85(17) . . ?
F2 C5 C6 119.52(17) . . ?
C6 C5 C4 120.62(19) . . ?
F1 C6 C1 119.25(17) . . ?
F1 C6 C5 116.85(18) . . ?
C5 C6 C1 123.89(18) . . ?
C10 C9 P2 116.96(16) . . ?
F3 C3 C4 120.06(17) . . ?
F3 C3 C2 118.63(19) . . ?
C4 C3 C2 121.31(18) . . ?
C7 C8 P2 117.82(16) . . ?
C12 C11 P2 111.49(15) . . ?
C18 C17 P1 113.19(16) . . ?
C16 C15 P1 116.59(16) . . ?
C14 C13 P1 113.86(16) . . ?

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
I1 C4 C5 F2 1.3(3) . . . . ?
I1 C4 C5 C6 -177.25(16) . . . . ?
I1 C4 C3 F3 -3.7(3) . . . . ?
I1 C4 C3 C2 175.98(16) . . . . ?
Ni1 P2 C9 C10 173.37(14) . . . . ?
Ni1 P2 C8 C7 74.43(18) . . . . ?
Ni1 P2 C11 C12 55.15(17) . . . . ?
Ni1 P1 C17 C18 -52.47(19) . . . . ?
Ni1 P1 C15 C16 -176.37(16) . . . . ?
Ni1 P1 C13 C14 61.4(2) . . . . ?
Ni1 C1 C2 F4 0.2(3) . . . . ?
Ni1 C1 C2 C3 -179.19(17) . . . . ?
Ni1 C1 C6 F1 -0.8(3) . . . . ?
Ni1 C1 C6 C5 177.91(17) . . . . ?
Br1 Ni1 P2 C9 -70.42(8) . . . . ?
Br1 Ni1 P2 C8 167.09(9) . . . . ?
Br1 Ni1 P2 C11 47.42(7) . . . . ?
Br1 Ni1 P1 C17 -64.73(8) . . . . ?
Br1 Ni1 P1 C15 175.38(9) . . . . ?
Br1 Ni1 P1 C13 51.16(9) . . . . ?
Br1 Ni1 C1 C2 166.0(10) . . . . ?
Br1 Ni1 C1 C6 -13.5(12) . . . . ?
P2 Ni1 P1 C17 -5.9(4) . . . . ?
P2 Ni1 P1 C15 -125.8(4) . . . . ?
P2 Ni1 P1 C13 110.0(4) . . . . ?
P2 Ni1 C1 C2 83.71(18) . . . . ?
P2 Ni1 C1 C6 -95.82(17) . . . . ?
P1 Ni1 P2 C9 -129.3(4) . . . . ?
P1 Ni1 P2 C8 108.2(4) . . . . ?
P1 Ni1 P2 C11 -11.4(4) . . . . ?
P1 Ni1 C1 C2 -93.77(18) . . . . ?
P1 Ni1 C1 C6 86.70(17) . . . . ?
F4 C2 C3 F3 1.5(3) . . . . ?
F4 C2 C3 C4 -178.16(19) . . . . ?
F2 C5 C6 F1 1.6(3) . . . . ?
F2 C5 C6 C1 -177.10(19) . . . . ?
C1 Ni1 P2 C9 106.22(10) . . . . ?
C1 Ni1 P2 C8 -16.26(11) . . . . ?
C1 Ni1 P2 C11 -135.94(9) . . . . ?
C1 Ni1 P1 C17 118.60(10) . . . . ?
C1 Ni1 P1 C15 -1.28(11) . . . . ?
C1 Ni1 P1 C13 -125.51(11) . . . . ?
C1 C2 C3 F3 -179.11(19) . . . . ?
C1 C2 C3 C4 1.2(3) . . . . ?
C4 C5 C6 F1 -179.88(18) . . . . ?
C4 C5 C6 C1 1.4(3) . . . . ?
C2 C1 C6 F1 179.66(18) . . . . ?
C2 C1 C6 C5 -1.7(3) . . . . ?
C5 C4 C3 F3 178.84(19) . . . . ?
C5 C4 C3 C2 -1.5(3) . . . . ?
C6 C1 C2 F4 179.73(18) . . . . ?
C6 C1 C2 C3 0.4(3) . . . . ?
C9 P2 C8 C7 -49.50(19) . . . . ?
C9 P2 C11 C12 173.91(16) . . . . ?
C3 C4 C5 F2 178.75(18) . . . . ?
C3 C4 C5 C6 0.2(3) . . . . ?
C8 P2 C9 C10 -54.05(18) . . . . ?
C8 P2 C11 C12 -76.78(17) . . . . ?
C11 P2 C9 C10 51.74(18) . . . . ?
C11 P2 C8 C7 -160.06(17) . . . . ?
C17 P1 C15 C16 61.5(2) . . . . ?
C17 P1 C13 C14 -179.2(2) . . . . ?
C15 P1 C17 C18 74.8(2) . . . . ?
C15 P1 C13 C14 -69.4(2) . . . . ?
C13 P1 C17 C18 -175.79(18) . . . . ?
C13 P1 C15 C16 -47.0(2) . . . . ?




loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-2 19 -11 0.0268 -1.9678 18.9609 -10.9969 0.5569 -0.8327 0.0045
0 -19 11 0.0248 -0.0317 -18.9509 11.0000 -0.5418 0.8104 0.1359
-1 0 0 0.1657 -0.9998 0.0050 0.0015 0.0076 -0.0111 0.0702
-1 16 -15 0.0104 -0.9791 15.9669 -14.9807 0.7341 -0.6858 -0.0443
-14 -1 5 0.1620 -13.9936 -0.9298 5.0078 -0.1305 -0.1192 0.9907
0 -14 -16 0.0413 -0.0486 -13.9504 -15.9254 0.7365 0.6296 0.0997
14 1 -6 0.3575 13.9925 0.9303 -6.0047 0.1776 0.1206 -0.9907
0 1 1 0.0297 0.0033 0.9965 0.9951 -0.0459 -0.0448 -0.0071
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Hexane'
####################################################################### 
# 
# 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_1pF_VT_240K_rnp1416b_twin1_hklf4
_database_code_depnum_ccdc_archive 'CCDC 1825442'
_audit_update_record             
;
2018-02-23 deposited with the CCDC.
2018-03-19 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT434_1pF_VT_240K_rnp1416b_twin1_hklf4 
;
PROBLEM: Short Inter HL..HL Contact I1       ..F1               2.70 Ang.
RESPONSE: This is due to halogen bonding
;
# Added during the CSD deposition process: Friday 23 February 2018 12:47 PM
# end Validation Reply Form

_audit_creation_date             2014-07-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.06.27 svn.r2953 for OlexSys, GUI svn.r4855)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C18 H30 F5 I Ni P2'
_chemical_formula_sum            'C18 H30 F5 I Ni P2'
_chemical_formula_weight         588.97
_chemical_absolute_configuration unk
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H30 F5 I1 Ni1 P2'
_chemical_oxdiff_usercomment     "Vargini's Ni(F)(PEt3)2(C6F4I) 200K"
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   17.1652(15)
_cell_length_b                   8.5185(13)
_cell_length_c                   16.935(2)
_cell_angle_alpha                90
_cell_angle_beta                 96.803(10)
_cell_angle_gamma                90
_cell_volume                     2458.8(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2029
_cell_measurement_temperature    240.00(14)
_cell_measurement_theta_max      27.6850
_cell_measurement_theta_min      3.4700
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.213
_exptl_absorpt_correction_T_max  -0.010
_exptl_absorpt_correction_T_min  10000000.000
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.591
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1176
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.3647
_exptl_crystal_size_mid          0.0781
_exptl_crystal_size_min          0.0604
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0318
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            5903
_diffrn_reflns_point_group_measured_fraction_full 0.932
_diffrn_reflns_point_group_measured_fraction_max 0.917
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.396
_diffrn_reflns_theta_min         2.876
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      240.00(14)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -86.00  -43.00   1.0000  142.5000
omega____ theta____ kappa____ phi______ frames
    -      -17.1392  -57.0000 -120.0000 43

#__ type_ start__ end____ width___ exp.time_
  2 omega  -54.00   38.00   1.0000  142.5000
omega____ theta____ kappa____ phi______ frames
    -      -17.1392   19.0000    0.0000 92

#__ type_ start__ end____ width___ exp.time_
  3 omega  -43.00   63.00   1.0000  142.5000
omega____ theta____ kappa____ phi______ frames
    -       18.5455  -19.0000   90.0000 106
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0009156000
_diffrn_orient_matrix_UB_12      0.0561399000
_diffrn_orient_matrix_UB_13      0.0310177000
_diffrn_orient_matrix_UB_21      0.0388351000
_diffrn_orient_matrix_UB_22      -0.0235663000
_diffrn_orient_matrix_UB_23      0.0140193000
_diffrn_orient_matrix_UB_31      0.0147956000
_diffrn_orient_matrix_UB_32      0.0569045000
_diffrn_orient_matrix_UB_33      -0.0249451000
loop_
_diffrn_oxdiff_twin_id
_diffrn_oxdiff_twin_ratio
_diffrn_oxdiff_twin_reflns_isolated
_diffrn_oxdiff_twin_reflns_overlapped
1 0.5752 2565 2801
2 0.4248 2558 2801

_diffrn_oxdiff_twin_integration_method simultaneous
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.855
_reflns_Friedel_fraction_full    0.865
_reflns_Friedel_fraction_max     0.846
_reflns_number_gt                4411
_reflns_number_total             5903
_reflns_special_details          
;
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2013)'
_refine_diff_density_max         0.947
_refine_diff_density_min         -1.183
_refine_diff_density_rms         0.122
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.00(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     267
_refine_ls_number_reflns         5903
_refine_ls_number_restraints     68
_refine_ls_R_factor_all          0.0769
_refine_ls_R_factor_gt           0.0559
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1216P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1623
_refine_ls_wR_factor_ref         0.1825
_refine_special_details          
;One of the triethylphosphines exhiibited disorder and was modelled
in two positions with refined occupancies of 0.575:0.425(13). Within the
disordered group C-C bond lengths were restrained to be 1.52 angstroms.  
Equivalent pairs of atoms were constrained to have equal adp e.g. C16 & C16a.
The adp of several atoms were restrained to be approximately isotropic.,Twin
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C17A-C18A = C17-C18
 1.52 with sigma of 0.02
 C14A-C13A = C14-C13 = C16-C15 = C16A-C15A
 1.52 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C13) \\sim Ueq, Uanis(C13A) \\sim Ueq, Uanis(C14) \\sim Ueq, Uanis(C14A)
\\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(C16A) \\sim Ueq, Uanis(C17) \\sim Ueq,
Uanis(C18) \\sim Ueq, Uanis(C17A) \\sim Ueq, Uanis(C18A) \\sim Ueq: with sigma
of 0.02 and sigma for terminal atoms of 0.04
Uanis(P2) = Uanis(P2A)
Uanis(C17A) = Uanis(C17)
Uanis(C15) = Uanis(C15A)
Uanis(C18A) = Uanis(C18) = Uanis(C17A) = Uanis(C17)
Uanis(C13A) = Uanis(C13)
Uanis(C14) = Uanis(C14A)
Uanis(C16) = Uanis(C16A)
4. Others
 Sof(P2A)=Sof(C13A)=Sof(H13C)=Sof(H13D)=Sof(C14A)=Sof(H14D)=Sof(H14E)=
 Sof(H14F)=Sof(C15A)=Sof(H15C)=Sof(H15D)=Sof(C16A)=Sof(H16D)=Sof(H16E)=
 Sof(H16F)=Sof(C17A)=Sof(H17C)=Sof(H17D)=Sof(C18A)=Sof(H18D)=Sof(H18E)=
 Sof(H18F)=1-FVAR(1)
 Sof(P2)=Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(H14C)=
 Sof(C15)=Sof(H15A)=Sof(H15B)=Sof(C16)=Sof(H16A)=Sof(H16B)=Sof(H16C)=Sof(C17)=
 Sof(H17A)=Sof(H17B)=Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(H18C)=FVAR(1)
5.a Riding coordinates:
 C14A(H14D,H14E,H14F), C16A(H16D,H16E,H16F), C18A(H18D,H18E,H18F)
5.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C9(H9A,H9B), C11(H11A,H11B), C13(H13A,H13B), C15(H15A,H15B),
 C17(H17A,H17B), C13A(H13C,H13D), C15A(H15C,H15D), C17A(H17C,H17D)
5.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C14(H14A,H14B,
 H14C), C16(H16A,H16B,H16C), C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
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
I1 I 0.16230(5) 0.70905(17) 0.17564(5) 0.0577(5) Uani 1 1 d . . . . .
Ni1 Ni 0.46051(12) 0.7994(3) 0.47897(13) 0.0392(7) Uani 1 1 d . . . . .
P1 P 0.3741(3) 0.8387(6) 0.5638(3) 0.0510(10) Uani 1 1 d . . . . .
F1 F 0.5416(6) 0.8300(18) 0.5601(7) 0.066(3) Uani 1 1 d . . . . .
F2 F 0.3674(8) 1.0445(13) 0.3706(7) 0.064(3) Uani 1 1 d . . . . .
F3 F 0.2520(7) 1.0094(15) 0.2566(7) 0.062(3) Uani 1 1 d . . . . .
F4 F 0.2653(7) 0.4596(16) 0.2879(8) 0.063(3) Uani 1 1 d . . . . .
F5 F 0.3791(7) 0.4943(14) 0.4073(7) 0.065(3) Uani 1 1 d . . . . .
C1 C 0.3774(11) 0.776(2) 0.3973(12) 0.027(3) Uani 1 1 d . . . . .
C2 C 0.3416(11) 0.900(2) 0.3544(12) 0.043(4) Uani 1 1 d . . . . .
C3 C 0.2832(11) 0.878(2) 0.2928(11) 0.038(4) Uani 1 1 d . . . . .
C4 C 0.2548(15) 0.746(4) 0.2691(16) 0.047(6) Uani 1 1 d . . . . .
C5 C 0.2911(11) 0.607(2) 0.3076(11) 0.035(4) Uani 1 1 d . . . . .
C6 C 0.3484(12) 0.628(4) 0.3717(13) 0.053(7) Uani 1 1 d . . . . .
C7 C 0.283(2) 0.726(3) 0.544(3) 0.085(9) Uani 1 1 d . . . . .
H7A H 0.2551 0.7596 0.4932 0.102 Uiso 1 1 calc R . . . .
H7B H 0.2955 0.6157 0.5389 0.102 Uiso 1 1 calc R . . . .
C8 C 0.228(2) 0.743(3) 0.607(3) 0.080(10) Uani 1 1 d . . . . .
H8A H 0.2037 0.8448 0.6029 0.120 Uiso 1 1 calc GR . . . .
H8B H 0.2576 0.7329 0.6589 0.120 Uiso 1 1 calc GR . . . .
H8C H 0.1885 0.6633 0.6006 0.120 Uiso 1 1 calc GR . . . .
C9 C 0.4112(19) 0.791(4) 0.6640(17) 0.091(9) Uani 1 1 d . . . . .
H9A H 0.4574 0.8546 0.6790 0.109 Uiso 1 1 calc R . . . .
H9B H 0.3721 0.8209 0.6980 0.109 Uiso 1 1 calc R . . . .
C10 C 0.4325(17) 0.626(4) 0.6811(19) 0.114(12) Uani 1 1 d . . . . .
H10A H 0.3894 0.5590 0.6613 0.171 Uiso 1 1 calc GR . . . .
H10B H 0.4440 0.6114 0.7375 0.171 Uiso 1 1 calc GR . . . .
H10C H 0.4777 0.5989 0.6556 0.171 Uiso 1 1 calc GR . . . .
C11 C 0.3394(16) 1.043(3) 0.5617(15) 0.090(8) Uani 1 1 d . . . . .
H11A H 0.3071 1.0602 0.5115 0.108 Uiso 1 1 calc R . . . .
H11B H 0.3060 1.0556 0.6036 0.108 Uiso 1 1 calc R . . . .
C12 C 0.400(3) 1.164(3) 0.571(2) 0.133(15) Uani 1 1 d . . . . .
H12A H 0.4236 1.1737 0.5228 0.200 Uiso 1 1 calc GR . . . .
H12B H 0.4397 1.1347 0.6137 0.200 Uiso 1 1 calc GR . . . .
H12C H 0.3772 1.2620 0.5836 0.200 Uiso 1 1 calc GR . . . .
P2 P 0.5449(14) 0.740(3) 0.3951(18) 0.046(4) Uani 0.59(2) 1 d . . P A 1
C13 C 0.519(2) 0.784(3) 0.291(2) 0.035(8) Uani 0.59(2) 1 d D U P A 1
H13A H 0.4732 0.7232 0.2709 0.042 Uiso 0.59(2) 1 calc R . P A 1
H13B H 0.5056 0.8939 0.2850 0.042 Uiso 0.59(2) 1 calc R . P A 1
C14 C 0.583(3) 0.749(5) 0.240(3) 0.065(12) Uani 0.59(2) 1 d D U P A 1
H14A H 0.5608 0.7073 0.1894 0.097 Uiso 0.59(2) 1 calc GR . P A 1
H14B H 0.6190 0.6731 0.2660 0.097 Uiso 0.59(2) 1 calc GR . P A 1
H14C H 0.6115 0.8436 0.2311 0.097 Uiso 0.59(2) 1 calc GR . P A 1
C15 C 0.585(4) 0.537(6) 0.405(3) 0.11(2) Uani 0.59(2) 1 d D . P A 1
H15A H 0.5545 0.4697 0.3671 0.137 Uiso 0.59(2) 1 calc R . P A 1
H15B H 0.6385 0.5374 0.3932 0.137 Uiso 0.59(2) 1 calc R . P A 1
C16 C 0.582(3) 0.473(6) 0.488(3) 0.122(16) Uani 0.59(2) 1 d D U P A 1
H16A H 0.5776 0.3607 0.4850 0.182 Uiso 0.59(2) 1 calc GR . P A 1
H16B H 0.5377 0.5159 0.5096 0.182 Uiso 0.59(2) 1 calc GR . P A 1
H16C H 0.6293 0.5012 0.5206 0.182 Uiso 0.59(2) 1 calc GR . P A 1
C17 C 0.638(4) 0.840(6) 0.421(4) 0.114(11) Uani 0.59(2) 1 d D U P A 1
H17A H 0.6575 0.8236 0.4760 0.137 Uiso 0.59(2) 1 calc R . P A 1
H17B H 0.6766 0.8036 0.3875 0.137 Uiso 0.59(2) 1 calc R . P A 1
C18 C 0.616(4) 1.012(6) 0.404(5) 0.114(11) Uani 0.59(2) 1 d D U P A 1
H18A H 0.5831 1.0203 0.3542 0.171 Uiso 0.59(2) 1 calc GR . P A 1
H18B H 0.6634 1.0720 0.4007 0.171 Uiso 0.59(2) 1 calc GR . P A 1
H18C H 0.5893 1.0529 0.4459 0.171 Uiso 0.59(2) 1 calc GR . P A 1
P2A P 0.555(2) 0.787(4) 0.400(3) 0.046(4) Uani 0.41(2) 1 d . . P A 2
C13A C 0.522(3) 0.711(5) 0.294(3) 0.035(8) Uani 0.41(2) 1 d D U P A 2
H13C H 0.4984 0.6091 0.3000 0.042 Uiso 0.41(2) 1 calc R . P A 2
H13D H 0.4802 0.7802 0.2715 0.042 Uiso 0.41(2) 1 calc R . P A 2
C14A C 0.578(5) 0.693(8) 0.232(5) 0.065(12) Uani 0.41(2) 1 d D U P A 2
H14D H 0.5497 0.6682 0.1810 0.097 Uiso 0.41(2) 1 d R . P A 2
H14E H 0.6138 0.6098 0.2482 0.097 Uiso 0.41(2) 1 d R . P A 2
H14F H 0.6064 0.7891 0.2279 0.097 Uiso 0.41(2) 1 d R . P A 2
C15A C 0.619(5) 0.623(7) 0.434(6) 0.11(2) Uani 0.41(2) 1 d D . P A 2
H15C H 0.6647 0.6223 0.4045 0.137 Uiso 0.41(2) 1 calc R . P A 2
H15D H 0.6378 0.6354 0.4898 0.137 Uiso 0.41(2) 1 calc R . P A 2
C16A C 0.574(5) 0.469(9) 0.420(6) 0.122(16) Uani 0.41(2) 1 d D U P A 2
H16D H 0.5518 0.4627 0.3656 0.182 Uiso 0.41(2) 1 d R . P A 2
H16E H 0.5332 0.4635 0.4540 0.182 Uiso 0.41(2) 1 d R . P A 2
H16F H 0.6099 0.3828 0.4321 0.182 Uiso 0.41(2) 1 d R . P A 2
C17A C 0.615(6) 0.950(10) 0.406(7) 0.114(11) Uani 0.41(2) 1 d D U P A 2
H17C H 0.6380 0.9635 0.4612 0.137 Uiso 0.41(2) 1 calc R . P A 2
H17D H 0.6579 0.9320 0.3746 0.137 Uiso 0.41(2) 1 calc R . P A 2
C18A C 0.572(5) 1.099(9) 0.378(5) 0.114(11) Uani 0.41(2) 1 d D U P A 2
H18D H 0.5612 1.1656 0.4213 0.171 Uiso 0.41(2) 1 d R . P A 2
H18E H 0.5238 1.0582 0.3517 0.171 Uiso 0.41(2) 1 d R . P A 2
H18F H 0.5982 1.1594 0.3410 0.171 Uiso 0.41(2) 1 d R . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C4 2.13(2) . ?
Ni1 P1 2.209(5) . ?
Ni1 F1 1.855(10) . ?
Ni1 C1 1.88(2) . ?
Ni1 P2 2.20(3) . ?
Ni1 P2A 2.22(5) . ?
P1 C7 1.84(4) . ?
P1 C9 1.79(3) . ?
P1 C11 1.83(2) . ?
F2 C2 1.33(2) . ?
F3 C3 1.35(2) . ?
F4 C5 1.36(2) . ?
F5 C6 1.36(3) . ?
C1 C2 1.38(3) . ?
C1 C6 1.41(3) . ?
C2 C3 1.37(2) . ?
C3 C4 1.27(3) . ?
C4 C5 1.46(3) . ?
C5 C6 1.39(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.51(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.47(5) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.46(4) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
P2 C13 1.81(5) . ?
P2 C15 1.86(5) . ?
P2 C17 1.81(6) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.51(3) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.50(3) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.54(3) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
P2A C13A 1.93(7) . ?
P2A C15A 1.83(8) . ?
P2A C17A 1.72(10) . ?
C13A H13C 0.9700 . ?
C13A H13D 0.9700 . ?
C13A C14A 1.51(3) . ?
C14A H14D 0.9599 . ?
C14A H14E 0.9600 . ?
C14A H14F 0.9600 . ?
C15A H15C 0.9700 . ?
C15A H15D 0.9700 . ?
C15A C16A 1.53(3) . ?
C16A H16D 0.9600 . ?
C16A H16E 0.9600 . ?
C16A H16F 0.9600 . ?
C17A H17C 0.9700 . ?
C17A H17D 0.9700 . ?
C17A C18A 1.52(3) . ?
C18A H18D 0.9598 . ?
C18A H18E 0.9599 . ?
C18A H18F 0.9600 . ?

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
P1 Ni1 P2A 172.7(7) . . ?
F1 Ni1 P1 90.0(4) . . ?
F1 Ni1 C1 177.9(8) . . ?
F1 Ni1 P2 91.0(7) . . ?
F1 Ni1 P2A 85.1(11) . . ?
C1 Ni1 P1 89.1(7) . . ?
C1 Ni1 P2 90.1(9) . . ?
C1 Ni1 P2A 95.6(12) . . ?
P2 Ni1 P1 175.4(6) . . ?
C7 P1 Ni1 115.2(10) . . ?
C9 P1 Ni1 113.0(9) . . ?
C9 P1 C7 104.9(19) . . ?
C9 P1 C11 108.2(14) . . ?
C11 P1 Ni1 111.9(9) . . ?
C11 P1 C7 102.9(14) . . ?
C2 C1 Ni1 123.9(14) . . ?
C2 C1 C6 113.8(18) . . ?
C6 C1 Ni1 122.2(17) . . ?
F2 C2 C1 118.9(14) . . ?
F2 C2 C3 118.4(16) . . ?
C3 C2 C1 122.6(17) . . ?
F3 C3 C2 116.8(17) . . ?
C4 C3 F3 118.0(19) . . ?
C4 C3 C2 125(2) . . ?
C3 C4 I1 126(2) . . ?
C3 C4 C5 116.8(19) . . ?
C5 C4 I1 116.9(17) . . ?
F4 C5 C4 122.2(17) . . ?
F4 C5 C6 119.2(19) . . ?
C6 C5 C4 118.2(18) . . ?
F5 C6 C1 120.5(17) . . ?
F5 C6 C5 116(2) . . ?
C5 C6 C1 123(2) . . ?
P1 C7 H7A 108.8 . . ?
P1 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
C8 C7 P1 114(3) . . ?
C8 C7 H7A 108.8 . . ?
C8 C7 H7B 108.8 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
P1 C9 H9A 108.0 . . ?
P1 C9 H9B 108.0 . . ?
H9A C9 H9B 107.2 . . ?
C10 C9 P1 117(3) . . ?
C10 C9 H9A 108.0 . . ?
C10 C9 H9B 108.0 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
P1 C11 H11A 108.3 . . ?
P1 C11 H11B 108.3 . . ?
H11A C11 H11B 107.4 . . ?
C12 C11 P1 116(2) . . ?
C12 C11 H11A 108.3 . . ?
C12 C11 H11B 108.3 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C13 P2 Ni1 118.8(16) . . ?
C13 P2 C15 109(2) . . ?
C13 P2 C17 104(3) . . ?
C15 P2 Ni1 114.5(19) . . ?
C17 P2 Ni1 111(2) . . ?
C17 P2 C15 96(3) . . ?
P2 C13 H13A 108.7 . . ?
P2 C13 H13B 108.7 . . ?
H13A C13 H13B 107.6 . . ?
C14 C13 P2 114(4) . . ?
C14 C13 H13A 108.7 . . ?
C14 C13 H13B 108.7 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
P2 C15 H15A 109.2 . . ?
P2 C15 H15B 109.2 . . ?
H15A C15 H15B 107.9 . . ?
C16 C15 P2 112(3) . . ?
C16 C15 H15A 109.2 . . ?
C16 C15 H15B 109.2 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
P2 C17 H17A 111.2 . . ?
P2 C17 H17B 111.2 . . ?
H17A C17 H17B 109.1 . . ?
C18 C17 P2 103(4) . . ?
C18 C17 H17A 111.2 . . ?
C18 C17 H17B 111.2 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C13A P2A Ni1 115(2) . . ?
C15A P2A Ni1 108(3) . . ?
C15A P2A C13A 98(4) . . ?
C17A P2A Ni1 114(4) . . ?
C17A P2A C13A 116(5) . . ?
C17A P2A C15A 105(4) . . ?
P2A C13A H13C 106.6 . . ?
P2A C13A H13D 106.6 . . ?
H13C C13A H13D 106.6 . . ?
C14A C13A P2A 123(5) . . ?
C14A C13A H13C 106.6 . . ?
C14A C13A H13D 106.6 . . ?
C13A C14A H14D 110.8 . . ?
C13A C14A H14E 108.3 . . ?
C13A C14A H14F 109.4 . . ?
H14D C14A H14E 109.5 . . ?
H14D C14A H14F 109.5 . . ?
H14E C14A H14F 109.5 . . ?
P2A C15A H15C 109.8 . . ?
P2A C15A H15D 109.8 . . ?
H15C C15A H15D 108.2 . . ?
C16A C15A P2A 109(6) . . ?
C16A C15A H15C 109.8 . . ?
C16A C15A H15D 109.8 . . ?
C15A C16A H16D 109.2 . . ?
C15A C16A H16E 110.2 . . ?
C15A C16A H16F 109.0 . . ?
H16D C16A H16E 109.5 . . ?
H16D C16A H16F 109.5 . . ?
H16E C16A H16F 109.5 . . ?
P2A C17A H17C 109.0 . . ?
P2A C17A H17D 109.0 . . ?
H17C C17A H17D 107.8 . . ?
C18A C17A P2A 113(7) . . ?
C18A C17A H17C 109.0 . . ?
C18A C17A H17D 109.0 . . ?
C17A C18A H18D 112.6 . . ?
C17A C18A H18E 101.7 . . ?
C17A C18A H18F 113.8 . . ?
H18D C18A H18E 109.5 . . ?
H18D C18A H18F 109.5 . . ?
H18E C18A H18F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
I1 C4 C5 F4 -3(3) . . . . ?
I1 C4 C5 C6 -176.3(17) . . . . ?
Ni1 P1 C7 C8 174(2) . . . . ?
Ni1 P1 C9 C10 -64(3) . . . . ?
Ni1 P1 C11 C12 -52(2) . . . . ?
Ni1 C1 C2 F2 1(3) . . . . ?
Ni1 C1 C2 C3 177.1(17) . . . . ?
Ni1 C1 C6 F5 2(3) . . . . ?
Ni1 C1 C6 C5 -175.0(17) . . . . ?
Ni1 P2 C13 C14 175.9(19) . . . . ?
Ni1 P2 C15 C16 -25(6) . . . . ?
Ni1 P2 C17 C18 -68(4) . . . . ?
Ni1 P2A C15A C16A 66(7) . . . . ?
Ni1 P2A C17A C18A -64(8) . . . . ?
P1 Ni1 C1 C2 86(2) . . . . ?
P1 Ni1 C1 C6 -97.1(18) . . . . ?
F2 C2 C3 F3 -5(3) . . . . ?
F2 C2 C3 C4 177(3) . . . . ?
F3 C3 C4 I1 1(4) . . . . ?
F3 C3 C4 C5 178.2(19) . . . . ?
F4 C5 C6 F5 5(3) . . . . ?
F4 C5 C6 C1 -179(2) . . . . ?
C1 C2 C3 F3 179(2) . . . . ?
C1 C2 C3 C4 1(4) . . . . ?
C2 C1 C6 F5 178.7(18) . . . . ?
C2 C1 C6 C5 2(3) . . . . ?
C2 C3 C4 I1 178.4(19) . . . . ?
C2 C3 C4 C5 -4(4) . . . . ?
C3 C4 C5 F4 179(2) . . . . ?
C3 C4 C5 C6 6(4) . . . . ?
C4 C5 C6 F5 178(2) . . . . ?
C4 C5 C6 C1 -5(3) . . . . ?
C6 C1 C2 F2 -176.2(16) . . . . ?
C6 C1 C2 C3 0(3) . . . . ?
C7 P1 C9 C10 63(2) . . . . ?
C7 P1 C11 C12 -176(2) . . . . ?
C9 P1 C7 C8 49(3) . . . . ?
C9 P1 C11 C12 73(2) . . . . ?
C11 P1 C7 C8 -64(3) . . . . ?
C11 P1 C9 C10 172(2) . . . . ?
P2 Ni1 C1 C2 -98(2) . . . . ?
P2 Ni1 C1 C6 78.4(19) . . . . ?
C13 P2 C15 C16 -161(5) . . . . ?
C13 P2 C17 C18 61(4) . . . . ?
C15 P2 C13 C14 -50(3) . . . . ?
C15 P2 C17 C18 173(4) . . . . ?
C17 P2 C13 C14 51(3) . . . . ?
C17 P2 C15 C16 92(6) . . . . ?
P2A Ni1 C1 C2 -88(2) . . . . ?
P2A Ni1 C1 C6 88(2) . . . . ?
C13A P2A C15A C16A -53(7) . . . . ?
C13A P2A C17A C18A 72(8) . . . . ?
C15A P2A C17A C18A 178(6) . . . . ?
C17A P2A C15A C16A -173(7) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1 -1 -1 0.0302 1.0277 -1.0006 -0.9720 -0.0854 0.0499 -0.0175
-1 1 1 0.0302 -1.0277 1.0006 0.9720 0.0854 -0.0499 0.0175
3 2 -3 0.0566 3.0741 1.9996 -2.9259 0.0243 0.0312 0.2323
-3 -2 3 0.0084 -3.0741 -1.9996 2.9259 -0.0243 -0.0312 -0.2323
1 0 2 0.1623 0.9914 0.0002 1.9835 0.0624 0.0663 -0.0348
-1 0 -2 0.1623 -0.9914 -0.0002 -1.9835 -0.0624 -0.0663 0.0348

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Hexane'
####################################################################### 
# 
# 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_1oCl_rnp1340
_database_code_depnum_ccdc_archive 'CCDC 1825448'
_audit_update_record             
;
2018-02-23 deposited with the CCDC.
2018-03-19 downloaded from the CCDC.
;

_audit_creation_date             2014-05-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C18 H30 Cl F4 I Ni P2'
_chemical_formula_sum            'C18 H30 Cl F4 I Ni P2'
_chemical_formula_weight         605.42
_chemical_absolute_configuration .
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H30 F4 Cl1 I1 Ni1 P2'
_chemical_oxdiff_usercomment     'Vargini 1 2 Ni Cl'
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'
Cl Cl 0.1484 0.1585 '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'
I I -0.4742 1.8119 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.2736(2)
_cell_length_b                   13.2118(3)
_cell_length_c                   9.8170(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.220(2)
_cell_angle_gamma                90
_cell_volume                     1197.81(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6386
_cell_measurement_temperature    110.05(10)
_cell_measurement_theta_max      31.5940
_cell_measurement_theta_min      3.5190
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.376
_exptl_absorpt_correction_T_max  0.845
_exptl_absorpt_correction_T_min  0.627
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.679
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             604
_exptl_crystal_size_max          0.3627
_exptl_crystal_size_mid          0.1606
_exptl_crystal_size_min          0.0919
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_av_unetI/netI     0.0392
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10869
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         30.031
_diffrn_reflns_theta_min         2.893
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      110.05(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0167835000
_diffrn_orient_matrix_UB_12      0.0308499000
_diffrn_orient_matrix_UB_13      -0.0555291000
_diffrn_orient_matrix_UB_21      0.0104079000
_diffrn_orient_matrix_UB_22      0.0420152000
_diffrn_orient_matrix_UB_23      0.0448497000
_diffrn_orient_matrix_UB_31      0.0742031000
_diffrn_orient_matrix_UB_32      -0.0128255000
_diffrn_orient_matrix_UB_33      0.0131907000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.924
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                5946
_reflns_number_total             6245
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.97
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.772
_refine_diff_density_min         -0.502
_refine_diff_density_rms         0.079
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.156(18)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         6245
_refine_ls_number_restraints     19
_refine_ls_R_factor_all          0.0312
_refine_ls_R_factor_gt           0.0288
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0232P)²+0.7860P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0636
_refine_ls_wR_factor_ref         0.0655
_refine_special_details          
;
The crystal exhibit two forms of disorder.  Firstly, the nickel and chlorine were
 disordered and modelled in two positions with occupancies of 0.73:0.27(2).  The nickels
 were constrained to have the same ADP as were the chlorines.
Secondly, one of the triethyl phosphines was disordered with each ethyl being
 modelled in two positions.  For one of the ethyls the methyl carbons occupied the same
 site.  Each pair of methyl carbons were constrained to have the same ADP.  The C-C distance
 in the disordered ethyls were restrained to be 1.52 angstroms.  The occupancies of
 the two forms refined to 0.605:0.395(6).

The crystal was racemically twinned which was accounted for using an inversion matrix.
  The ratio of the two forms refined to 0.844:0.156.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Shared sites
{C16, C16A}
3. Restrained distances
 C13-C14 = C13A-C14A = C15-C16 = C15A-C16A = C17-C18 = C17A-C18A
 1.52 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(C18) \\sim Ueq, Uanis(C18A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(Ni1) = Uanis(Ni1A)
Uanis(Cl1) = Uanis(Cl1)
Uanis(C15) = Uanis(C17A)
Uanis(C13A) = Uanis(C17)
Uanis(C13) = Uanis(C15A)
Uanis(C14A) = Uanis(C14)
Uanis(C18A) = Uanis(C18)
Uanis(C16A) = Uanis(C16)
5. Others
 Sof(Cl1A)=Sof(Ni1A)=1-FVAR(1)
 Sof(Ni1)=Sof(Cl1)=FVAR(1)
 Sof(C17A)=Sof(H17C)=Sof(H17D)=Sof(C15A)=Sof(H15C)=Sof(H15D)=Sof(C13A)=
 Sof(H13C)=Sof(H13D)=Sof(C18A)=Sof(H18D)=Sof(H18E)=Sof(H18F)=Sof(C14A)=
 Sof(H14D)=Sof(H14E)=Sof(H14F)=Sof(C16A)=Sof(H16D)=Sof(H16E)=Sof(H16F)=1-FVAR(2)
 Sof(C16)=Sof(H16A)=Sof(H16B)=Sof(H16C)=Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(H14C)=
 Sof(C17)=Sof(H17A)=Sof(H17B)=Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(H18C)=Sof(C15)=
 Sof(H15A)=Sof(H15B)=Sof(C13)=Sof(H13A)=Sof(H13B)=FVAR(2)
6.a Riding coordinates:
 C16(H16A,H16B,H16C), C16A(H16D,H16E,H16F)
6.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C9(H9A,H9B), C11(H11A,H11B), C17(H17A,H17B), C15(H15A,H15B),
 C13(H13A,H13B), C17A(H17C,H17D), C15A(H15C,H15D), C13A(H13C,H13D)
6.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C14(H14A,H14B,
 H14C), C18(H18A,H18B,H18C), C18A(H18D,H18E,H18F), C14A(H14D,H14E,H14F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
I1 I 0.17169(3) 0.18638(3) 0.35860(3) 0.02929(8) Uani 1 1 d . . . . .
Ni1 Ni 0.1123(6) 0.4409(5) 0.3091(3) 0.0212(6) Uani 0.73(2) 1 d . . P A 1
P1 P 0.29786(14) 0.47754(11) 0.46853(11) 0.0298(3) Uani 1 1 d . . . . .
P2 P -0.05997(13) 0.42892(12) 0.14141(12) 0.0317(3) Uani 1 1 d . . . . .
Cl1 Cl -0.0400(6) 0.5120(5) 0.4395(4) 0.0469(11) Uani 0.73(2) 1 d . . P A 1
F4 F 0.2931(3) 0.5237(2) 0.0727(3) 0.0350(6) Uani 1 1 d . . . . .
F3 F 0.4810(3) 0.4260(3) -0.0708(3) 0.0417(8) Uani 1 1 d . . . . .
F2 F 0.5342(3) 0.2260(3) -0.0311(3) 0.0512(9) Uani 1 1 d . . . . .
F1 F 0.4010(4) 0.1239(2) 0.1601(4) 0.0418(8) Uani 1 1 d . . . . .
C3 C 0.3725(5) 0.2234(4) 0.1418(5) 0.0289(10) Uani 1 1 d . . . . .
C6 C 0.3171(4) 0.4237(3) 0.1016(4) 0.0226(8) Uani 1 1 d . . . . .
C1 C 0.2454(4) 0.3764(3) 0.2013(4) 0.0203(8) Uani 1 1 d . . . . .
C2 C 0.2756(4) 0.2732(3) 0.2181(4) 0.0221(8) Uani 1 1 d . . . . .
C5 C 0.4141(5) 0.3751(4) 0.0240(4) 0.0281(10) Uani 1 1 d . . . . .
C4 C 0.4422(5) 0.2740(4) 0.0453(5) 0.0313(10) Uani 1 1 d . . . . .
C7 C 0.4660(5) 0.4065(4) 0.4626(5) 0.0276(9) Uani 1 1 d . . . . .
H7A H 0.4428 0.3335 0.4668 0.033 Uiso 1 1 calc R . . . .
H7B H 0.5032 0.4192 0.3728 0.033 Uiso 1 1 calc R . . . .
C9 C 0.2539(6) 0.4640(6) 0.6454(5) 0.0464(16) Uani 1 1 d . . . . .
H9A H 0.3385 0.4860 0.7071 0.056 Uiso 1 1 calc R . . . .
H9B H 0.1725 0.5099 0.6604 0.056 Uiso 1 1 calc R . . . .
C8 C 0.5875(5) 0.4288(5) 0.5735(5) 0.0396(12) Uani 1 1 d . . . . .
H8A H 0.6740 0.3904 0.5552 0.059 Uiso 1 1 calc GR . . . .
H8B H 0.5570 0.4090 0.6628 0.059 Uiso 1 1 calc GR . . . .
H8C H 0.6095 0.5014 0.5740 0.059 Uiso 1 1 calc GR . . . .
C10 C 0.2133(7) 0.3580(6) 0.6842(6) 0.062(2) Uani 1 1 d . . . . .
H10A H 0.1196 0.3400 0.6359 0.092 Uiso 1 1 calc GR . . . .
H10B H 0.2065 0.3545 0.7831 0.092 Uiso 1 1 calc GR . . . .
H10C H 0.2874 0.3104 0.6586 0.092 Uiso 1 1 calc GR . . . .
C11 C 0.3534(9) 0.6108(5) 0.4659(6) 0.060(2) Uani 1 1 d . . . . .
H11A H 0.2664 0.6538 0.4696 0.072 Uiso 1 1 calc R . . . .
H11B H 0.4186 0.6248 0.5494 0.072 Uiso 1 1 calc R . . . .
C16 C -0.2305(8) 0.2887(7) 0.2682(8) 0.082(3) Uani 0.605(6) 1 d D . P A 1
H16A H -0.3122 0.2449 0.2479 0.123 Uiso 0.605(6) 1 d R . P A 1
H16B H -0.2632 0.3528 0.2997 0.123 Uiso 0.605(6) 1 d R . P A 1
H16C H -0.1650 0.2586 0.3380 0.123 Uiso 0.605(6) 1 d R . P A 1
C12 C 0.4299(12) 0.6415(6) 0.3422(8) 0.083(3) Uani 1 1 d . . . . .
H12A H 0.3665 0.6283 0.2587 0.125 Uiso 1 1 calc GR . . . .
H12B H 0.5194 0.6023 0.3402 0.125 Uiso 1 1 calc GR . . . .
H12C H 0.4533 0.7138 0.3478 0.125 Uiso 1 1 calc GR . . . .
C14 C -0.1400(10) 0.4128(9) -0.1484(10) 0.048(2) Uani 0.605(6) 1 d D . P A 1
H14A H -0.0988 0.4034 -0.2360 0.071 Uiso 0.605(6) 1 calc GR . P A 1
H14B H -0.2016 0.4732 -0.1531 0.071 Uiso 0.605(6) 1 calc GR . P A 1
H14C H -0.1980 0.3534 -0.1290 0.071 Uiso 0.605(6) 1 calc GR . P A 1
C17 C -0.2050(12) 0.5218(10) 0.1372(10) 0.076(4) Uani 0.605(6) 1 d D . P A 1
H17A H -0.2807 0.5042 0.0634 0.091 Uiso 0.605(6) 1 calc R . P A 1
H17B H -0.2495 0.5201 0.2251 0.091 Uiso 0.605(6) 1 calc R . P A 1
C18 C -0.151(2) 0.6248(11) 0.1137(19) 0.099(6) Uani 0.605(6) 1 d D U P A 1
H18A H -0.0572 0.6344 0.1667 0.149 Uiso 0.605(6) 1 calc GR . P A 1
H18B H -0.2203 0.6747 0.1427 0.149 Uiso 0.605(6) 1 calc GR . P A 1
H18C H -0.1397 0.6339 0.0162 0.149 Uiso 0.605(6) 1 calc GR . P A 1
C15 C -0.1557(13) 0.3059(12) 0.1438(11) 0.068(3) Uani 0.605(6) 1 d D . P A 1
H15A H -0.2277 0.3023 0.0630 0.082 Uiso 0.605(6) 1 calc R . P A 1
H15B H -0.0847 0.2508 0.1354 0.082 Uiso 0.605(6) 1 calc R . P A 1
C13 C -0.0174(8) 0.4260(10) -0.0343(8) 0.045(2) Uani 0.605(6) 1 d D . P A 1
H13A H 0.0335 0.4898 -0.0522 0.054 Uiso 0.605(6) 1 calc R . P A 1
H13B H 0.0525 0.3702 -0.0430 0.054 Uiso 0.605(6) 1 calc R . P A 1
C17A C -0.070(2) 0.5399(14) 0.0335(18) 0.068(3) Uani 0.395(6) 1 d D . P A 2
H17C H 0.0083 0.5351 -0.0285 0.082 Uiso 0.395(6) 1 calc R . P A 2
H17D H -0.1631 0.5377 -0.0243 0.082 Uiso 0.395(6) 1 calc R . P A 2
C15A C -0.2285(14) 0.3912(10) 0.1942(13) 0.045(2) Uani 0.395(6) 1 d D . P A 2
H15C H -0.2618 0.4440 0.2557 0.054 Uiso 0.395(6) 1 calc R . P A 2
H15D H -0.2994 0.3884 0.1125 0.054 Uiso 0.395(6) 1 calc R . P A 2
C13A C -0.0260(19) 0.340(2) 0.0055(16) 0.076(4) Uani 0.395(6) 1 d D . P A 2
H13C H 0.0689 0.3557 -0.0279 0.091 Uiso 0.395(6) 1 calc R . P A 2
H13D H -0.0195 0.2705 0.0447 0.091 Uiso 0.395(6) 1 calc R . P A 2
C18A C -0.058(3) 0.6406(17) 0.102(3) 0.099(6) Uani 0.395(6) 1 d D U P A 2
H18D H -0.1230 0.6425 0.1759 0.149 Uiso 0.395(6) 1 calc GR . P A 2
H18E H -0.0860 0.6938 0.0356 0.149 Uiso 0.395(6) 1 calc GR . P A 2
H18F H 0.0417 0.6515 0.1409 0.149 Uiso 0.395(6) 1 calc GR . P A 2
C14A C -0.1415(15) 0.3399(15) -0.1165(14) 0.048(2) Uani 0.395(6) 1 d D . P A 2
H14D H -0.1122 0.2938 -0.1872 0.071 Uiso 0.395(6) 1 calc GR . P A 2
H14E H -0.1519 0.4085 -0.1539 0.071 Uiso 0.395(6) 1 calc GR . P A 2
H14F H -0.2342 0.3175 -0.0864 0.071 Uiso 0.395(6) 1 calc GR . P A 2
C16A C -0.2305(8) 0.2887(7) 0.2682(8) 0.082(3) Uani 0.395(6) 1 d D . P A 2
H16D H -0.1885 0.2411 0.2191 0.123 Uiso 0.395(6) 1 d R . P A 2
H16E H -0.3320 0.2736 0.2800 0.123 Uiso 0.395(6) 1 d R . P A 2
H16F H -0.1818 0.2988 0.3591 0.123 Uiso 0.395(6) 1 d R . P A 2
Cl1A Cl -0.003(2) 0.554(2) 0.4255(18) 0.064(5) Uani 0.27(2) 1 d . . P A 2
Ni1A Ni 0.1325(10) 0.4593(7) 0.3054(10) 0.0212(6) Uani 0.27(2) 1 d . . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C2 2.095(4) . ?
Ni1 P1 2.270(5) . ?
Ni1 P2 2.193(4) . ?
Ni1 Cl1 2.201(5) . ?
Ni1 C1 1.899(5) . ?
P1 C7 1.826(5) . ?
P1 C9 1.828(5) . ?
P1 C11 1.836(7) . ?
P1 Ni1A 2.128(10) . ?
P2 C17 1.818(10) . ?
P2 C15 1.853(15) . ?
P2 C13 1.805(8) . ?
P2 C17A 1.806(18) . ?
P2 C15A 1.762(13) . ?
P2 C13A 1.830(16) . ?
P2 Ni1A 2.327(10) . ?
F4 C6 1.365(5) . ?
F3 C5 1.345(5) . ?
F2 C4 1.345(5) . ?
F1 C3 1.349(6) . ?
C3 C2 1.387(6) . ?
C3 C4 1.369(7) . ?
C6 C1 1.382(5) . ?
C6 C5 1.387(6) . ?
C1 C2 1.399(6) . ?
C1 Ni1A 1.880(10) . ?
C5 C4 1.373(7) . ?
C7 C8 1.522(7) . ?
C9 C10 1.508(10) . ?
C11 C12 1.516(11) . ?
C16 C15 1.476(9) . ?
C14 C13 1.531(9) . ?
C17 C18 1.475(12) . ?
C17A C18A 1.492(13) . ?
C13A C14A 1.532(12) . ?
Cl1A Ni1A 2.191(13) . ?

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
P2 Ni1 P1 171.0(4) . . ?
P2 Ni1 Cl1 90.30(15) . . ?
Cl1 Ni1 P1 89.67(16) . . ?
C1 Ni1 P1 89.4(2) . . ?
C1 Ni1 P2 90.88(19) . . ?
C1 Ni1 Cl1 178.1(3) . . ?
C7 P1 Ni1 117.68(18) . . ?
C7 P1 C9 104.2(2) . . ?
C7 P1 C11 104.5(3) . . ?
C7 P1 Ni1A 118.5(3) . . ?
C9 P1 Ni1 114.4(2) . . ?
C9 P1 C11 101.2(3) . . ?
C9 P1 Ni1A 119.8(3) . . ?
C11 P1 Ni1 113.0(3) . . ?
C11 P1 Ni1A 106.4(3) . . ?
C17 P2 Ni1 117.1(3) . . ?
C17 P2 C15 103.8(6) . . ?
C15 P2 Ni1 111.8(4) . . ?
C13 P2 Ni1 120.8(3) . . ?
C13 P2 C17 102.6(5) . . ?
C13 P2 C15 98.0(5) . . ?
C17A P2 C13A 95.7(10) . . ?
C17A P2 Ni1A 105.1(6) . . ?
C15A P2 C17A 113.8(7) . . ?
C15A P2 C13A 104.3(9) . . ?
C15A P2 Ni1A 119.4(5) . . ?
C13A P2 Ni1A 116.3(5) . . ?
F1 C3 C2 121.3(5) . . ?
F1 C3 C4 118.0(4) . . ?
C4 C3 C2 120.8(5) . . ?
F4 C6 C1 120.3(4) . . ?
F4 C6 C5 115.8(4) . . ?
C1 C6 C5 123.9(4) . . ?
C6 C1 Ni1 124.8(4) . . ?
C6 C1 C2 114.8(4) . . ?
C6 C1 Ni1A 116.7(4) . . ?
C2 C1 Ni1 120.3(4) . . ?
C2 C1 Ni1A 128.3(4) . . ?
C3 C2 I1 117.1(3) . . ?
C3 C2 C1 122.1(4) . . ?
C1 C2 I1 120.8(3) . . ?
F3 C5 C6 120.8(5) . . ?
F3 C5 C4 119.9(4) . . ?
C4 C5 C6 119.3(4) . . ?
F2 C4 C3 121.2(5) . . ?
F2 C4 C5 119.7(4) . . ?
C3 C4 C5 119.0(4) . . ?
C8 C7 P1 117.1(4) . . ?
C10 C9 P1 114.4(4) . . ?
C12 C11 P1 114.8(4) . . ?
C18 C17 P2 111.4(10) . . ?
C16 C15 P2 114.0(10) . . ?
C14 C13 P2 119.3(7) . . ?
C18A C17A P2 117.4(16) . . ?
C14A C13A P2 114.4(11) . . ?
P1 Ni1A P2 174.3(5) . . ?
P1 Ni1A Cl1A 86.5(5) . . ?
C1 Ni1A P1 94.4(4) . . ?
C1 Ni1A P2 87.3(4) . . ?
C1 Ni1A Cl1A 178.8(6) . . ?
Cl1A Ni1A P2 91.7(4) . . ?

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
Ni1 P1 C7 C8 -177.6(4) . . . . ?
Ni1 P1 C9 C10 62.3(5) . . . . ?
Ni1 P1 C11 C12 -70.5(7) . . . . ?
Ni1 P2 C17 C18 65.0(10) . . . . ?
Ni1 P2 C15 C16 62.2(9) . . . . ?
Ni1 P2 C13 C14 177.3(8) . . . . ?
Ni1 P2 C17A C18A -43.6(19) . . . . ?
Ni1 P2 C13A C14A -174.6(14) . . . . ?
Ni1 C1 C2 I1 1.4(5) . . . . ?
Ni1 C1 C2 C3 -179.7(4) . . . . ?
Ni1 C1 Ni1A P1 114(2) . . . . ?
Ni1 C1 Ni1A P2 -61(2) . . . . ?
P1 Ni1 C1 C6 -91.0(4) . . . . ?
P1 Ni1 C1 C2 90.1(4) . . . . ?
P1 Ni1 C1 Ni1A -59(2) . . . . ?
P2 Ni1 C1 C6 79.9(5) . . . . ?
P2 Ni1 C1 C2 -99.0(4) . . . . ?
P2 Ni1 C1 Ni1A 112(2) . . . . ?
F4 C6 C1 Ni1 -1.0(6) . . . . ?
F4 C6 C1 C2 177.9(4) . . . . ?
F4 C6 C1 Ni1A -6.6(6) . . . . ?
F4 C6 C5 F3 1.4(6) . . . . ?
F4 C6 C5 C4 -178.9(4) . . . . ?
F3 C5 C4 F2 -1.5(7) . . . . ?
F3 C5 C4 C3 -179.6(4) . . . . ?
F1 C3 C2 I1 -1.6(7) . . . . ?
F1 C3 C2 C1 179.5(4) . . . . ?
F1 C3 C4 F2 1.3(7) . . . . ?
F1 C3 C4 C5 179.5(4) . . . . ?
C6 C1 C2 I1 -177.6(3) . . . . ?
C6 C1 C2 C3 1.3(6) . . . . ?
C6 C1 Ni1A P1 -95.6(4) . . . . ?
C6 C1 Ni1A P2 89.8(4) . . . . ?
C6 C5 C4 F2 178.8(4) . . . . ?
C6 C5 C4 C3 0.7(7) . . . . ?
C1 C6 C5 F3 -179.5(4) . . . . ?
C1 C6 C5 C4 0.2(7) . . . . ?
C2 C3 C4 F2 -178.6(4) . . . . ?
C2 C3 C4 C5 -0.5(8) . . . . ?
C2 C1 Ni1A P1 79.1(6) . . . . ?
C2 C1 Ni1A P2 -95.4(5) . . . . ?
C5 C6 C1 Ni1 179.9(4) . . . . ?
C5 C6 C1 C2 -1.1(6) . . . . ?
C5 C6 C1 Ni1A 174.3(5) . . . . ?
C4 C3 C2 I1 178.4(4) . . . . ?
C4 C3 C2 C1 -0.5(7) . . . . ?
C7 P1 C9 C10 -67.6(4) . . . . ?
C7 P1 C11 C12 58.7(6) . . . . ?
C9 P1 C7 C8 -49.7(5) . . . . ?
C9 P1 C11 C12 166.7(6) . . . . ?
C11 P1 C7 C8 56.1(4) . . . . ?
C11 P1 C9 C10 -175.9(5) . . . . ?
C17 P2 C15 C16 -64.9(9) . . . . ?
C17 P2 C13 C14 -50.2(11) . . . . ?
C17 P2 C17A C18A 64.9(17) . . . . ?
C17 P2 C13A C14A -6(2) . . . . ?
C15 P2 C17 C18 -171.3(9) . . . . ?
C15 P2 C13 C14 56.0(10) . . . . ?
C15 P2 C17A C18A 138.3(17) . . . . ?
C15 P2 C13A C14A 82.5(18) . . . . ?
C13 P2 C17 C18 -69.6(10) . . . . ?
C13 P2 C15 C16 -170.0(8) . . . . ?
C13 P2 C17A C18A -157(2) . . . . ?
C13 P2 C13A C14A -66.6(15) . . . . ?
C17A P2 C17 C18 -34.5(11) . . . . ?
C17A P2 C15 C16 -119.7(11) . . . . ?
C17A P2 C13 C14 -84.7(11) . . . . ?
C17A P2 C13A C14A -56.8(19) . . . . ?
C15A P2 C17 C18 168.9(11) . . . . ?
C15A P2 C15 C16 -40.6(8) . . . . ?
C15A P2 C13 C14 13.9(12) . . . . ?
C15A P2 C17A C18A 87.4(19) . . . . ?
C15A P2 C13A C14A 59.5(19) . . . . ?
C13A P2 C17 C18 -103.9(15) . . . . ?
C13A P2 C15 C16 171.0(11) . . . . ?
C13A P2 C13 C14 83.7(12) . . . . ?
C13A P2 C17A C18A -164.2(19) . . . . ?
Ni1A P1 C7 C8 174.3(4) . . . . ?
Ni1A P1 C9 C10 67.7(5) . . . . ?
Ni1A P1 C11 C12 -67.5(7) . . . . ?
Ni1A P2 C17 C18 57.5(10) . . . . ?
Ni1A P2 C15 C16 63.9(10) . . . . ?
Ni1A P2 C13 C14 -176.3(8) . . . . ?
Ni1A P2 C17A C18A -45.0(19) . . . . ?
Ni1A P2 C13A C14A -166.7(14) . . . . ?
Ni1A C1 C2 I1 7.6(7) . . . . ?
Ni1A C1 C2 C3 -173.5(5) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
8 -13 -6 0.1066 8.4988 -12.9872 -5.5037 0.0476 -0.7040 0.7246
1 11 -11 0.0631 1.4987 11.0366 -11.4643 1.0022 -0.0349 -0.1816
0 -18 4 0.0464 -0.4968 -18.0099 4.4664 -0.8120 -0.5615 0.2530
0 14 9 0.0608 -0.2540 13.9616 9.2549 -0.0875 0.9990 -0.0758
0 0 0 0.1416 0.4997 -0.0025 0.4995 -0.0194 0.0275 0.0437
4 17 -4 0.0492 3.9950 17.0035 -3.9662 0.8118 0.5781 0.0260
-1 -11 11 0.0485 -1.2488 -11.0360 11.2149 -0.9842 0.0263 0.1968
-3 14 -7 0.0641 -3.4998 14.0278 -7.4701 0.7888 0.2179 -0.5381
-6 11 -9 0.0789 -5.7477 11.0383 -9.2232 0.7562 -0.0097 -0.6897
1 18 -4 0.0398 1.2464 18.0079 -4.2163 0.8106 0.5805 -0.1941
-3 -5 13 0.0598 -3.2492 -5.0426 13.2189 -0.9441 0.3472 -0.0021
8 1 -12 0.0704 7.7473 1.0322 -11.7239 0.8129 -0.4018 0.4070
7 9 -10 0.0716 7.2458 9.0247 -10.2152 0.9673 -0.0036 0.2872
-13 2 -1 0.1859 -13.2431 2.0204 -0.7553 -0.1180 -0.0868 -1.0186
-2 -13 -10 0.0742 -2.4947 -12.9572 -9.5050 0.0862 -0.9967 -0.1443
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Hexane'
####################################################################### 
# 
# 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_2pI_rnp_1403
_database_code_depnum_ccdc_archive 'CCDC 1825446'
_audit_update_record             
;
2018-02-23 deposited with the CCDC.
2018-03-19 downloaded from the CCDC.
;
_audit_creation_date             2014-01-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C26 H30 F4 I2 Ni P2'
_chemical_formula_sum            'C26 H30 F4 I2 Ni P2'
_chemical_formula_weight         792.95
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C26 H30 F4 I2 Ni P2'
_chemical_oxdiff_usercomment     'Vargini 1 4 NiI with PEt2Ph'
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.8141(3)
_cell_length_b                   12.9211(4)
_cell_length_c                   14.7784(5)
_cell_angle_alpha                76.749(3)
_cell_angle_beta                 79.700(3)
_cell_angle_gamma                76.748(3)
_cell_volume                     1401.12(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8669
_cell_measurement_temperature    110.05(10)
_cell_measurement_theta_max      31.9860
_cell_measurement_theta_min      2.9810
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.051
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71741
_exptl_absorpt_correction_type   multi-scan
_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) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.880
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             772
_exptl_crystal_size_max          0.3786
_exptl_crystal_size_mid          0.163
_exptl_crystal_size_min          0.1198
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_av_unetI/netI     0.0355
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.901
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            17424
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.901
_diffrn_reflns_theta_full        25.214
_diffrn_reflns_theta_max         32.111
_diffrn_reflns_theta_min         2.855
_diffrn_ambient_temperature      110.05(10)
_diffrn_detector_area_resol_mean 16.1450
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.901
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0449394000
_diffrn_orient_matrix_UB_12      -0.0300314000
_diffrn_orient_matrix_UB_13      0.0397442000
_diffrn_orient_matrix_UB_21      0.0600524000
_diffrn_orient_matrix_UB_22      -0.0483008000
_diffrn_orient_matrix_UB_23      -0.0079444000
_diffrn_orient_matrix_UB_31      0.0568141000
_diffrn_orient_matrix_UB_32      0.0085747000
_diffrn_orient_matrix_UB_33      0.0288540000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7778
_reflns_number_total             8876
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.97
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_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_collection       
'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_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.696
_refine_diff_density_min         -0.730
_refine_diff_density_rms         0.104
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.948
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     320
_refine_ls_number_reflns         8876
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0310
_refine_ls_R_factor_gt           0.0248
_refine_ls_restrained_S_all      0.948
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0210P)²+1.1400P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0526
_refine_ls_wR_factor_ref         0.0566
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C19(H19A,H19B), C17(H17A,H17B), C9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C23(H23), C14(H14), C24(H24), C15(H15),
 C26(H26), C22(H22), C25(H25)
2.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C18(H18A,H18B,H18C), C20(H20A,H20B,H20C), C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
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
I1 I 0.32250(2) 0.94580(2) 0.21135(2) 0.01527(4) Uani 1 1 d . . . . .
I2 I 0.32873(2) 0.20908(2) 0.26513(2) 0.02098(4) Uani 1 1 d . . . . .
Ni1 Ni 0.35366(3) 0.74201(2) 0.23573(2) 0.01045(5) Uani 1 1 d . . . . .
P1 P 0.23073(7) 0.73853(4) 0.38366(4) 0.01185(9) Uani 1 1 d . . . . .
P2 P 0.49702(7) 0.73686(4) 0.09130(4) 0.01123(9) Uani 1 1 d . . . . .
F2 F 0.04766(17) 0.43110(10) 0.21431(10) 0.0204(3) Uani 1 1 d . . . . .
F1 F 0.06236(17) 0.63700(10) 0.20213(10) 0.0202(3) Uani 1 1 d . . . . .
F3 F 0.61483(18) 0.32216(10) 0.31591(9) 0.0200(3) Uani 1 1 d . . . . .
F4 F 0.62796(17) 0.52831(10) 0.30509(9) 0.0198(3) Uani 1 1 d . . . . .
C8 C 0.0904(3) 0.60896(18) 0.55253(15) 0.0207(4) Uani 1 1 d . . . . .
H8A H -0.0307 0.6513 0.5508 0.031 Uiso 1 1 calc GR . . . .
H8B H 0.1560 0.6416 0.5855 0.031 Uiso 1 1 calc GR . . . .
H8C H 0.0864 0.5344 0.5855 0.031 Uiso 1 1 calc GR . . . .
C4 C 0.3329(3) 0.37044(16) 0.26390(14) 0.0153(4) Uani 1 1 d . . . . .
C11 C -0.0419(3) 0.87654(17) 0.47716(15) 0.0175(4) Uani 1 1 d . . . . .
H11 H 0.0265 0.8567 0.5277 0.021 Uiso 1 1 calc R . . . .
C18 C 0.7938(3) 0.82178(19) 0.09405(17) 0.0211(4) Uani 1 1 d . . . . .
H18A H 0.8584 0.8810 0.0681 0.032 Uiso 1 1 calc GR . . . .
H18B H 0.8739 0.7523 0.0891 0.032 Uiso 1 1 calc GR . . . .
H18C H 0.7482 0.8230 0.1601 0.032 Uiso 1 1 calc GR . . . .
C12 C -0.2027(3) 0.94990(18) 0.48365(16) 0.0212(4) Uani 1 1 d . . . . .
H12 H -0.2436 0.9797 0.5385 0.025 Uiso 1 1 calc R . . . .
C3 C 0.1939(3) 0.45333(16) 0.23614(14) 0.0141(4) Uani 1 1 d . . . . .
C20 C 0.7613(3) 0.60480(18) -0.01595(15) 0.0193(4) Uani 1 1 d . . . . .
H20A H 0.6840 0.6224 -0.0650 0.029 Uiso 1 1 calc GR . . . .
H20B H 0.8343 0.5321 -0.0156 0.029 Uiso 1 1 calc GR . . . .
H20C H 0.8384 0.6580 -0.0284 0.029 Uiso 1 1 calc GR . . . .
C7 C 0.1828(3) 0.60835(17) 0.45288(15) 0.0191(4) Uani 1 1 d . . . . .
H7A H 0.1080 0.5823 0.4189 0.023 Uiso 1 1 calc R . . . .
H7B H 0.2961 0.5551 0.4558 0.023 Uiso 1 1 calc R . . . .
C2 C 0.2039(3) 0.56043(16) 0.22928(14) 0.0131(4) Uani 1 1 d . . . . .
C19 C 0.6483(3) 0.60778(16) 0.07898(14) 0.0145(4) Uani 1 1 d . . . . .
H19A H 0.7286 0.5894 0.1276 0.017 Uiso 1 1 calc R . . . .
H19B H 0.5771 0.5505 0.0920 0.017 Uiso 1 1 calc R . . . .
C13 C -0.3031(3) 0.97947(19) 0.41021(18) 0.0230(5) Uani 1 1 d . . . . .
H13 H -0.4113 1.0310 0.4140 0.028 Uiso 1 1 calc R . . . .
C23 C 0.1990(3) 0.69567(19) -0.09663(17) 0.0218(5) Uani 1 1 d . . . . .
H23 H 0.1777 0.6373 -0.1193 0.026 Uiso 1 1 calc R . . . .
C14 C -0.2456(3) 0.9338(2) 0.33113(17) 0.0239(5) Uani 1 1 d . . . . .
H14 H -0.3157 0.9528 0.2813 0.029 Uiso 1 1 calc R . . . .
C16 C 0.0195(3) 0.83207(16) 0.39738(15) 0.0147(4) Uani 1 1 d . . . . .
C1 C 0.3481(3) 0.59269(15) 0.25015(14) 0.0121(3) Uani 1 1 d . . . . .
C24 C 0.1187(3) 0.8005(2) -0.13144(17) 0.0235(5) Uani 1 1 d . . . . .
H24 H 0.0433 0.8145 -0.1785 0.028 Uiso 1 1 calc R . . . .
C15 C -0.0855(3) 0.86031(19) 0.32475(16) 0.0197(4) Uani 1 1 d . . . . .
H15 H -0.0470 0.8290 0.2706 0.024 Uiso 1 1 calc R . . . .
C17 C 0.6386(3) 0.83600(16) 0.03898(14) 0.0151(4) Uani 1 1 d . . . . .
H17A H 0.6857 0.8280 -0.0264 0.018 Uiso 1 1 calc R . . . .
H17B H 0.5665 0.9101 0.0371 0.018 Uiso 1 1 calc R . . . .
C26 C 0.2612(3) 0.86554(17) -0.02971(16) 0.0181(4) Uani 1 1 d . . . . .
H26 H 0.2806 0.9243 -0.0067 0.022 Uiso 1 1 calc R . . . .
C5 C 0.4771(3) 0.39925(16) 0.28733(14) 0.0144(4) Uani 1 1 d . . . . .
C21 C 0.3461(3) 0.75975(16) 0.00480(14) 0.0135(4) Uani 1 1 d . . . . .
C22 C 0.3115(3) 0.67482(18) -0.02830(16) 0.0182(4) Uani 1 1 d . . . . .
H22 H 0.3649 0.6022 -0.0041 0.022 Uiso 1 1 calc R . . . .
C9 C 0.3755(3) 0.77554(17) 0.45090(15) 0.0156(4) Uani 1 1 d . . . . .
H9A H 0.3927 0.8504 0.4232 0.019 Uiso 1 1 calc R . . . .
H9B H 0.3164 0.7746 0.5161 0.019 Uiso 1 1 calc R . . . .
C10 C 0.5569(3) 0.6995(2) 0.45268(19) 0.0269(5) Uani 1 1 d . . . . .
H10A H 0.6149 0.6985 0.3883 0.040 Uiso 1 1 calc GR . . . .
H10B H 0.5414 0.6261 0.4842 0.040 Uiso 1 1 calc GR . . . .
H10C H 0.6304 0.7251 0.4867 0.040 Uiso 1 1 calc GR . . . .
C6 C 0.4812(3) 0.50718(16) 0.28097(14) 0.0131(4) Uani 1 1 d . . . . .
C25 C 0.1487(3) 0.88545(19) -0.09740(17) 0.0235(5) Uani 1 1 d . . . . .
H25 H 0.0919 0.9577 -0.1205 0.028 Uiso 1 1 calc R . . . .


_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
I1 Ni1 2.5348(3) . ?
I2 C4 2.0885(19) . ?
Ni1 P1 2.2200(6) . ?
Ni1 P2 2.2340(6) . ?
Ni1 C1 1.9018(19) . ?
P1 C7 1.838(2) . ?
P1 C16 1.818(2) . ?
P1 C9 1.8342(19) . ?
P2 C19 1.836(2) . ?
P2 C17 1.831(2) . ?
P2 C21 1.8215(19) . ?
F2 C3 1.348(2) . ?
F1 C2 1.356(2) . ?
F3 C5 1.344(2) . ?
F4 C6 1.360(2) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C8 C7 1.521(3) . ?
C4 C3 1.385(3) . ?
C4 C5 1.386(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.393(3) . ?
C11 C16 1.390(3) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C18 C17 1.533(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.384(3) . ?
C3 C2 1.383(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C20 C19 1.522(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C2 C1 1.392(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C13 H13 0.9500 . ?
C13 C14 1.387(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.378(3) . ?
C23 C22 1.396(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.389(3) . ?
C16 C15 1.399(3) . ?
C1 C6 1.387(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.388(3) . ?
C15 H15 0.9500 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C26 H26 0.9500 . ?
C26 C21 1.398(3) . ?
C26 C25 1.390(3) . ?
C5 C6 1.383(3) . ?
C21 C22 1.395(3) . ?
C22 H22 0.9500 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.529(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C25 H25 0.9500 . ?

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
P1 Ni1 I1 89.588(16) . . ?
P1 Ni1 P2 175.36(2) . . ?
P2 Ni1 I1 92.641(16) . . ?
C1 Ni1 I1 172.91(6) . . ?
C1 Ni1 P1 90.04(6) . . ?
C1 Ni1 P2 88.25(6) . . ?
C7 P1 Ni1 117.28(7) . . ?
C7 P1 C9 104.07(10) . . ?
C16 P1 Ni1 114.12(7) . . ?
C16 P1 C7 103.58(10) . . ?
C16 P1 C9 105.85(9) . . ?
C9 P1 Ni1 110.83(7) . . ?
C19 P2 Ni1 114.62(7) . . ?
C17 P2 Ni1 118.07(7) . . ?
C17 P2 C19 102.38(10) . . ?
C21 P2 Ni1 112.39(7) . . ?
C21 P2 C19 105.24(9) . . ?
C21 P2 C17 102.57(9) . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
C3 C4 I2 121.12(15) . . ?
C5 C4 I2 121.45(15) . . ?
C5 C4 C3 117.39(18) . . ?
C12 C11 H11 119.7 . . ?
C12 C11 C16 120.6(2) . . ?
C16 C11 H11 119.7 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 120.1(2) . . ?
C13 C12 H12 120.0 . . ?
F2 C3 C4 120.60(18) . . ?
F2 C3 C2 118.89(18) . . ?
C4 C3 C2 120.50(18) . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
P1 C7 H7A 108.2 . . ?
P1 C7 H7B 108.2 . . ?
C8 C7 P1 116.44(15) . . ?
C8 C7 H7A 108.2 . . ?
C8 C7 H7B 108.2 . . ?
H7A C7 H7B 107.3 . . ?
F1 C2 C3 117.11(17) . . ?
F1 C2 C1 119.11(17) . . ?
C3 C2 C1 123.78(18) . . ?
P2 C19 H19A 108.3 . . ?
P2 C19 H19B 108.3 . . ?
C20 C19 P2 116.08(15) . . ?
C20 C19 H19A 108.3 . . ?
C20 C19 H19B 108.3 . . ?
H19A C19 H19B 107.4 . . ?
C12 C13 H13 120.1 . . ?
C14 C13 C12 119.9(2) . . ?
C14 C13 H13 120.1 . . ?
C24 C23 H23 119.8 . . ?
C24 C23 C22 120.4(2) . . ?
C22 C23 H23 119.8 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 120.0(2) . . ?
C15 C14 H14 120.0 . . ?
C11 C16 P1 122.65(16) . . ?
C15 C16 P1 118.64(16) . . ?
C15 C16 C11 118.71(19) . . ?
C2 C1 Ni1 121.06(15) . . ?
C2 C1 C6 113.87(17) . . ?
C6 C1 Ni1 125.07(15) . . ?
C23 C24 H24 120.2 . . ?
C23 C24 C25 119.6(2) . . ?
C25 C24 H24 120.2 . . ?
C14 C15 C16 120.6(2) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
P2 C17 H17A 109.2 . . ?
P2 C17 H17B 109.2 . . ?
C18 C17 P2 112.00(15) . . ?
C18 C17 H17A 109.2 . . ?
C18 C17 H17B 109.2 . . ?
H17A C17 H17B 107.9 . . ?
C21 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
C25 C26 C21 120.47(19) . . ?
F3 C5 C4 120.01(17) . . ?
F3 C5 C6 119.53(18) . . ?
C4 C5 C6 120.45(19) . . ?
C26 C21 P2 119.34(14) . . ?
C22 C21 P2 122.13(16) . . ?
C22 C21 C26 118.53(18) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 C23 120.5(2) . . ?
C21 C22 H22 119.7 . . ?
P1 C9 H9A 109.0 . . ?
P1 C9 H9B 109.0 . . ?
H9A C9 H9B 107.8 . . ?
C10 C9 P1 113.00(14) . . ?
C10 C9 H9A 109.0 . . ?
C10 C9 H9B 109.0 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
F4 C6 C1 119.42(17) . . ?
F4 C6 C5 116.63(17) . . ?
C5 C6 C1 123.94(18) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 C24 120.4(2) . . ?
C26 C25 H25 119.8 . . ?

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
I2 C4 C3 F2 3.8(3) . . . . ?
I2 C4 C3 C2 -175.39(15) . . . . ?
I2 C4 C5 F3 -3.2(3) . . . . ?
I2 C4 C5 C6 176.36(15) . . . . ?
Ni1 P1 C7 C8 -177.11(14) . . . . ?
Ni1 P1 C16 C11 -152.14(16) . . . . ?
Ni1 P1 C16 C15 27.92(19) . . . . ?
Ni1 P1 C9 C10 -59.71(18) . . . . ?
Ni1 P2 C19 C20 -174.37(13) . . . . ?
Ni1 P2 C17 C18 63.32(17) . . . . ?
Ni1 P2 C21 C26 79.07(18) . . . . ?
Ni1 P2 C21 C22 -100.74(18) . . . . ?
Ni1 C1 C6 F4 1.3(3) . . . . ?
Ni1 C1 C6 C5 -177.32(16) . . . . ?
P1 C16 C15 C14 -178.22(18) . . . . ?
P2 C21 C22 C23 -178.13(18) . . . . ?
F2 C3 C2 F1 1.1(3) . . . . ?
F2 C3 C2 C1 179.89(19) . . . . ?
F1 C2 C1 Ni1 -2.9(3) . . . . ?
F1 C2 C1 C6 177.34(17) . . . . ?
F3 C5 C6 F4 -0.3(3) . . . . ?
F3 C5 C6 C1 178.39(18) . . . . ?
C4 C3 C2 F1 -179.68(18) . . . . ?
C4 C3 C2 C1 -0.9(3) . . . . ?
C4 C5 C6 F4 -179.85(18) . . . . ?
C4 C5 C6 C1 -1.2(3) . . . . ?
C11 C12 C13 C14 1.7(4) . . . . ?
C11 C16 C15 C14 1.8(3) . . . . ?
C12 C11 C16 P1 178.46(17) . . . . ?
C12 C11 C16 C15 -1.6(3) . . . . ?
C12 C13 C14 C15 -1.4(4) . . . . ?
C3 C4 C5 F3 179.16(18) . . . . ?
C3 C4 C5 C6 -1.2(3) . . . . ?
C3 C2 C1 Ni1 178.37(16) . . . . ?
C3 C2 C1 C6 -1.4(3) . . . . ?
C7 P1 C16 C11 79.2(2) . . . . ?
C7 P1 C16 C15 -100.74(18) . . . . ?
C7 P1 C9 C10 67.23(19) . . . . ?
C2 C1 C6 F4 -178.91(18) . . . . ?
C2 C1 C6 C5 2.5(3) . . . . ?
C19 P2 C17 C18 -63.58(17) . . . . ?
C19 P2 C21 C26 -155.53(18) . . . . ?
C19 P2 C21 C22 24.7(2) . . . . ?
C13 C14 C15 C16 -0.3(4) . . . . ?
C23 C24 C25 C26 1.1(4) . . . . ?
C16 P1 C7 C8 -50.42(19) . . . . ?
C16 P1 C9 C10 176.06(17) . . . . ?
C16 C11 C12 C13 -0.1(3) . . . . ?
C24 C23 C22 C21 -0.9(4) . . . . ?
C17 P2 C19 C20 -45.28(17) . . . . ?
C17 P2 C21 C26 -48.76(19) . . . . ?
C17 P2 C21 C22 131.43(19) . . . . ?
C26 C21 C22 C23 2.1(3) . . . . ?
C5 C4 C3 F2 -178.55(18) . . . . ?
C5 C4 C3 C2 2.2(3) . . . . ?
C21 P2 C19 C20 61.63(17) . . . . ?
C21 P2 C17 C18 -172.53(15) . . . . ?
C21 C26 C25 C24 0.2(4) . . . . ?
C22 C23 C24 C25 -0.7(4) . . . . ?
C9 P1 C7 C8 60.09(19) . . . . ?
C9 P1 C16 C11 -30.0(2) . . . . ?
C9 P1 C16 C15 150.07(17) . . . . ?
C25 C26 C21 P2 178.47(19) . . . . ?
C25 C26 C21 C22 -1.7(3) . . . . ?



loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
2 4 21 0.0384 1.9845 3.9959 20.9473 0.6234 -0.2402 0.7514
0 18 5 0.0763 0.0016 17.9753 4.9892 -0.3416 -0.9078 0.2982
-9 -4 -15 0.1141 -8.9790 -3.9967 -14.9710 -0.0715 -0.2272 -0.9764
6 -12 6 0.0448 5.9847 -11.9820 5.9893 0.3289 0.8906 0.4101
0 18 6 0.0746 0.0009 17.9753 5.9866 -0.3019 -0.9157 0.3269
6 -11 7 0.0440 5.9843 -10.9833 6.9868 0.3386 0.8344 0.4474
-2 -18 -8 0.0565 -1.9969 -17.9757 -7.9835 0.3123 0.8117 -0.4979
1 -1 -20 0.0748 1.0116 -0.9996 -19.9462 -0.8082 0.2675 -0.5266
11 8 2 0.2006 10.9861 7.9908 2.0081 -0.6539 0.2578 0.7506
-5 -2 16 0.1236 -5.0044 -1.9971 15.9519 0.9189 -0.3308 0.1588
-4 -5 -20 0.0807 -3.9827 -4.9948 -19.9523 -0.4640 0.1606 -0.8448
7 -10 7 0.0447 6.9832 -9.9846 6.9880 0.2638 0.8461 0.5128
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Hexane'
####################################################################### 
# 
# 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_1oI(gamma)_rnp1539
_database_code_depnum_ccdc_archive 'CCDC 1825450'
_audit_update_record             
;
2018-02-23 deposited with the CCDC.
2018-03-19 downloaded from the CCDC.
;
_audit_creation_date             2015-11-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H30 F4 I2 Ni P2'
_chemical_formula_sum            'C18 H30 F4 I2 Ni P2'
_chemical_formula_weight         696.87
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H30 F4 I2 Ni1 P2'
_chemical_oxdiff_usercomment     'Sarah SP202 crystals at base'
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 0.0000 0.0000 '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'
I I -0.3257 6.8362 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.19004(19)
_cell_length_b                   28.0191(5)
_cell_length_c                   14.2344(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.6129(13)
_cell_angle_gamma                90
_cell_volume                     4859.88(13)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8425
_cell_measurement_temperature    110.05(10)
_cell_measurement_theta_max      70.5970
_cell_measurement_theta_min      3.4820
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    22.643
_exptl_absorpt_correction_T_max  0.576
_exptl_absorpt_correction_T_min  0.157
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.905
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2704
_exptl_crystal_size_max          0.1492
_exptl_crystal_size_mid          0.0859
_exptl_crystal_size_min          0.0384
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0414
_diffrn_reflns_av_unetI/netI     0.0498
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            18154
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.076
_diffrn_reflns_theta_max         67.076
_diffrn_reflns_theta_min         3.484
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      110.05(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -15.00   62.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000   30.0000 77

#__ type_ start__ end____ width___ exp.time_
  2 omega    8.00   72.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   37.0000  150.0000 64

#__ type_ start__ end____ width___ exp.time_
  3 omega    8.00   95.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -99.0000   90.0000 87

#__ type_ start__ end____ width___ exp.time_
  4 omega   -2.00   70.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -57.0000  -60.0000 72

#__ type_ start__ end____ width___ exp.time_
  5 omega   38.00   65.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000 -125.0000 -180.0000 27

#__ type_ start__ end____ width___ exp.time_
  6 omega   24.00  123.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000 -150.0000 99

#__ type_ start__ end____ width___ exp.time_
  7 omega   86.00  111.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000 -125.0000 -180.0000 25

#__ type_ start__ end____ width___ exp.time_
  8 omega   40.00   99.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -50.0000   60.0000 59

#__ type_ start__ end____ width___ exp.time_
  9 omega   75.00  114.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000   60.0000 39

#__ type_ start__ end____ width___ exp.time_
 10 omega   37.00   89.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -37.0000  120.0000 52

#__ type_ start__ end____ width___ exp.time_
 11 omega   36.00   70.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000   60.0000 34

#__ type_ start__ end____ width___ exp.time_
 12 omega   39.00  103.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -50.0000  -90.0000 64

#__ type_ start__ end____ width___ exp.time_
 13 omega   55.00   91.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000   60.0000 36

#__ type_ start__ end____ width___ exp.time_
 14 omega   37.00   92.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000    0.0000 55

#__ type_ start__ end____ width___ exp.time_
 15 omega   47.00   94.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000 -150.0000 47

#__ type_ start__ end____ width___ exp.time_
 16 omega   36.00  145.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   12.0000   60.0000 109
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0258855000
_diffrn_orient_matrix_UB_12      -0.0232643000
_diffrn_orient_matrix_UB_13      0.0961673000
_diffrn_orient_matrix_UB_21      -0.0913078000
_diffrn_orient_matrix_UB_22      0.0298409000
_diffrn_orient_matrix_UB_23      0.0441746000
_diffrn_orient_matrix_UB_31      -0.0834217000
_diffrn_orient_matrix_UB_32      -0.0399014000
_diffrn_orient_matrix_UB_33      -0.0230910000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7565
_reflns_number_total             8677
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.241
_refine_diff_density_min         -0.910
_refine_diff_density_rms         0.146
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     499
_refine_ls_number_reflns         8677
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0358
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0452P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0858
_refine_ls_wR_factor_ref         0.0904
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7B(H7BA,H7BB), C9B(H9BA,H9BB), C11B(H11A,H11B), C13B(H13A,H13B), C15B(H15A,
 H15B), C17B(H17A,H17B), C7A(H7AA,H7AB), C9A(H9AA,H9AB), C11A(H11C,H11D),
 C13A(H13C,H13D), C15A(H15C,H15D), C17A(H17C,H17D)
2.b Idealised Me refined as rotating group:
 C8B(H8BA,H8BB,H8BC), C10B(H10A,H10B,H10C), C12B(H12A,H12B,H12C), C14B(H14A,
 H14B,H14C), C16B(H16A,H16B,H16C), C18B(H18A,H18B,H18C), C8A(H8AA,H8AB,H8AC),
 C10A(H10D,H10E,H10F), C12A(H12D,H12E,H12F), C14A(H14D,H14E,H14F), C16A(H16D,
 H16E,H16F), C18A(H18D,H18E,H18F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
I1B I 0.67535(3) 0.57440(2) 0.28968(2) 0.02537(9) Uani 1 1 d . . . . .
I2B I 0.68979(3) 0.54400(2) -0.06340(2) 0.02746(9) Uani 1 1 d . . . . .
Ni1B Ni 0.72127(6) 0.61315(3) 0.13483(5) 0.01631(17) Uani 1 1 d . . . . .
P1B P 0.55642(9) 0.64735(5) 0.11987(8) 0.0189(2) Uani 1 1 d . . . . .
P2B P 0.89650(9) 0.59178(4) 0.15853(8) 0.0164(2) Uani 1 1 d . . . . .
F1B F 0.7395(2) 0.61038(11) -0.23457(19) 0.0273(7) Uani 1 1 d . . . . .
F2B F 0.7878(3) 0.70415(12) -0.2475(2) 0.0325(7) Uani 1 1 d . . . . .
F3B F 0.8188(3) 0.75667(11) -0.0887(2) 0.0322(7) Uani 1 1 d . . . . .
F4B F 0.7980(2) 0.71726(10) 0.08072(19) 0.0252(6) Uani 1 1 d . . . . .
C1B C 0.7520(4) 0.64120(17) 0.0163(3) 0.0167(9) Uani 1 1 d . . . . .
C2B C 0.7385(4) 0.61540(17) -0.0671(3) 0.0175(9) Uani 1 1 d . . . . .
C3B C 0.7516(4) 0.6360(2) -0.1550(3) 0.0231(11) Uani 1 1 d . . . . .
C4B C 0.7770(4) 0.6838(2) -0.1623(3) 0.0245(11) Uani 1 1 d . . . . .
C5B C 0.7932(4) 0.71015(19) -0.0822(4) 0.0229(11) Uani 1 1 d . . . . .
C6B C 0.7810(4) 0.68869(18) 0.0046(3) 0.0196(10) Uani 1 1 d . . . . .
C7B C 0.5596(4) 0.70700(18) 0.1720(4) 0.0251(11) Uani 1 1 d . . . . .
H7BA H 0.6146 0.7257 0.1407 0.030 Uiso 1 1 calc R . . . .
H7BB H 0.4891 0.7221 0.1595 0.030 Uiso 1 1 calc R . . . .
C8B C 0.5840(5) 0.7087(2) 0.2771(4) 0.0343(13) Uani 1 1 d . . . . .
H8BA H 0.6566 0.6967 0.2901 0.051 Uiso 1 1 calc GR . . . .
H8BB H 0.5316 0.6894 0.3090 0.051 Uiso 1 1 calc GR . . . .
H8BC H 0.5792 0.7410 0.2988 0.051 Uiso 1 1 calc GR . . . .
C9B C 0.4394(4) 0.6178(2) 0.1710(4) 0.0283(12) Uani 1 1 d . . . . .
H9BA H 0.4538 0.6135 0.2378 0.034 Uiso 1 1 calc R . . . .
H9BB H 0.3753 0.6381 0.1633 0.034 Uiso 1 1 calc R . . . .
C10B C 0.4145(5) 0.5693(2) 0.1264(4) 0.0369(14) Uani 1 1 d . . . . .
H10A H 0.3942 0.5736 0.0613 0.055 Uiso 1 1 calc GR . . . .
H10B H 0.3551 0.5545 0.1583 0.055 Uiso 1 1 calc GR . . . .
H10C H 0.4784 0.5494 0.1316 0.055 Uiso 1 1 calc GR . . . .
C11B C 0.5051(4) 0.6608(2) -0.0004(4) 0.0283(12) Uani 1 1 d . . . . .
H11A H 0.5535 0.6842 -0.0277 0.034 Uiso 1 1 calc R . . . .
H11B H 0.5095 0.6319 -0.0377 0.034 Uiso 1 1 calc R . . . .
C12B C 0.3867(4) 0.6799(3) -0.0085(4) 0.0379(15) Uani 1 1 d . . . . .
H12A H 0.3702 0.6889 -0.0724 0.057 Uiso 1 1 calc GR . . . .
H12B H 0.3794 0.7072 0.0316 0.057 Uiso 1 1 calc GR . . . .
H12C H 0.3366 0.6554 0.0102 0.057 Uiso 1 1 calc GR . . . .
C13B C 0.9576(4) 0.62355(17) 0.2590(3) 0.0200(10) Uani 1 1 d . . . . .
H13A H 0.9228 0.6127 0.3156 0.024 Uiso 1 1 calc R . . . .
H13B H 1.0348 0.6152 0.2646 0.024 Uiso 1 1 calc R . . . .
C14B C 0.9476(5) 0.67753(19) 0.2534(4) 0.0321(13) Uani 1 1 d . . . . .
H14A H 0.9790 0.6886 0.1962 0.048 Uiso 1 1 calc GR . . . .
H14B H 0.9859 0.6917 0.3062 0.048 Uiso 1 1 calc GR . . . .
H14C H 0.8716 0.6864 0.2541 0.048 Uiso 1 1 calc GR . . . .
C15B C 0.9313(4) 0.53008(17) 0.1925(3) 0.0218(10) Uani 1 1 d . . . . .
H15A H 1.0103 0.5278 0.2014 0.026 Uiso 1 1 calc R . . . .
H15B H 0.8988 0.5233 0.2525 0.026 Uiso 1 1 calc R . . . .
C16B C 0.8938(5) 0.49193(19) 0.1225(4) 0.0320(12) Uani 1 1 d . . . . .
H16A H 0.9242 0.4985 0.0623 0.048 Uiso 1 1 calc GR . . . .
H16B H 0.8151 0.4921 0.1168 0.048 Uiso 1 1 calc GR . . . .
H16C H 0.9184 0.4612 0.1442 0.048 Uiso 1 1 calc GR . . . .
C17B C 0.9874(4) 0.60424(18) 0.0608(3) 0.0195(10) Uani 1 1 d . . . . .
H17A H 0.9630 0.5850 0.0076 0.023 Uiso 1 1 calc R . . . .
H17B H 0.9777 0.6374 0.0430 0.023 Uiso 1 1 calc R . . . .
C18B C 1.1105(4) 0.5953(2) 0.0776(4) 0.0293(12) Uani 1 1 d . . . . .
H18A H 1.1485 0.6013 0.0206 0.044 Uiso 1 1 calc GR . . . .
H18B H 1.1221 0.5628 0.0966 0.044 Uiso 1 1 calc GR . . . .
H18C H 1.1381 0.6163 0.1261 0.044 Uiso 1 1 calc GR . . . .
I1A I 0.29884(2) 0.71841(2) 0.71581(2) 0.02266(8) Uani 1 1 d . . . . .
I2A I 0.26397(3) 0.66251(2) 0.37662(2) 0.02400(9) Uani 1 1 d . . . . .
Ni1A Ni 0.25416(6) 0.64541(3) 0.61625(5) 0.01524(16) Uani 1 1 d . . . . .
P1A P 0.07445(9) 0.66005(4) 0.61578(8) 0.0165(2) Uani 1 1 d . . . . .
P2A P 0.42634(9) 0.61927(4) 0.63882(8) 0.0180(2) Uani 1 1 d . . . . .
F1A F 0.2091(3) 0.56177(12) 0.28563(19) 0.0319(7) Uani 1 1 d . . . . .
F2A F 0.1349(3) 0.47943(12) 0.3590(2) 0.0379(8) Uani 1 1 d . . . . .
F3A F 0.1123(3) 0.47154(11) 0.5479(2) 0.0350(8) Uani 1 1 d . . . . .
F4A F 0.1728(2) 0.54357(10) 0.66287(19) 0.0249(6) Uani 1 1 d . . . . .
C1A C 0.2213(3) 0.59307(17) 0.5360(3) 0.0160(9) Uani 1 1 d . . . . .
C2A C 0.2270(4) 0.59659(18) 0.4384(3) 0.0190(10) Uani 1 1 d . . . . .
C3A C 0.2007(4) 0.55843(19) 0.3798(3) 0.0231(10) Uani 1 1 d . . . . .
C4A C 0.1632(4) 0.51602(18) 0.4160(4) 0.0246(11) Uani 1 1 d . . . . .
C5A C 0.1534(4) 0.51187(18) 0.5117(4) 0.0242(11) Uani 1 1 d . . . . .
C6A C 0.1840(4) 0.54951(18) 0.5692(3) 0.0198(10) Uani 1 1 d . . . . .
C7A C 0.0138(4) 0.63417(19) 0.7204(3) 0.0239(11) Uani 1 1 d . . . . .
H7AA H -0.0647 0.6400 0.7169 0.029 Uiso 1 1 calc R . . . .
H7AB H 0.0246 0.5999 0.7186 0.029 Uiso 1 1 calc R . . . .
C8A C 0.0582(5) 0.6526(2) 0.8150(4) 0.0359(14) Uani 1 1 d . . . . .
H8AA H 0.0206 0.6370 0.8648 0.054 Uiso 1 1 calc GR . . . .
H8AB H 0.0465 0.6864 0.8187 0.054 Uiso 1 1 calc GR . . . .
H8AC H 0.1353 0.6459 0.8208 0.054 Uiso 1 1 calc GR . . . .
C9A C 0.0318(4) 0.72230(18) 0.6163(4) 0.0230(10) Uani 1 1 d . . . . .
H9AA H -0.0476 0.7237 0.6186 0.028 Uiso 1 1 calc R . . . .
H9AB H 0.0616 0.7375 0.6727 0.028 Uiso 1 1 calc R . . . .
C10A C 0.0687(5) 0.7500(2) 0.5312(4) 0.0329(13) Uani 1 1 d . . . . .
H10D H 0.1473 0.7490 0.5287 0.049 Uiso 1 1 calc GR . . . .
H10E H 0.0449 0.7825 0.5359 0.049 Uiso 1 1 calc GR . . . .
H10F H 0.0372 0.7359 0.4752 0.049 Uiso 1 1 calc GR . . . .
C11A C -0.0119(4) 0.63436(18) 0.5207(3) 0.0217(10) Uani 1 1 d . . . . .
H11C H 0.0107 0.6481 0.4617 0.026 Uiso 1 1 calc R . . . .
H11D H 0.0027 0.6004 0.5180 0.026 Uiso 1 1 calc R . . . .
C12A C -0.1362(4) 0.6414(2) 0.5278(4) 0.0265(11) Uani 1 1 d . . . . .
H12D H -0.1615 0.6251 0.5824 0.040 Uiso 1 1 calc GR . . . .
H12E H -0.1726 0.6287 0.4726 0.040 Uiso 1 1 calc GR . . . .
H12F H -0.1522 0.6748 0.5329 0.040 Uiso 1 1 calc GR . . . .
C13A C 0.4535(4) 0.60512(19) 0.7631(3) 0.0229(10) Uani 1 1 d . . . . .
H13C H 0.5256 0.5906 0.7694 0.027 Uiso 1 1 calc R . . . .
H13D H 0.4552 0.6347 0.7986 0.027 Uiso 1 1 calc R . . . .
C14A C 0.3696(5) 0.5715(2) 0.8065(4) 0.0340(13) Uani 1 1 d . . . . .
H14D H 0.3901 0.5656 0.8711 0.051 Uiso 1 1 calc GR . . . .
H14E H 0.3678 0.5419 0.7726 0.051 Uiso 1 1 calc GR . . . .
H14F H 0.2982 0.5860 0.8031 0.051 Uiso 1 1 calc GR . . . .
C15A C 0.5407(4) 0.66062(19) 0.6175(3) 0.0238(11) Uani 1 1 d . . . . .
H15C H 0.5339 0.6879 0.6589 0.029 Uiso 1 1 calc R . . . .
H15D H 0.6090 0.6446 0.6345 0.029 Uiso 1 1 calc R . . . .
C16A C 0.5477(5) 0.6786(2) 0.5176(4) 0.0342(13) Uani 1 1 d . . . . .
H16D H 0.6097 0.6995 0.5129 0.051 Uiso 1 1 calc GR . . . .
H16E H 0.4818 0.6957 0.5006 0.051 Uiso 1 1 calc GR . . . .
H16F H 0.5560 0.6520 0.4758 0.051 Uiso 1 1 calc GR . . . .
C17A C 0.4641(4) 0.56530(19) 0.5755(4) 0.0292(12) Uani 1 1 d . . . . .
H17C H 0.4146 0.5400 0.5932 0.035 Uiso 1 1 calc R . . . .
H17D H 0.4518 0.5711 0.5088 0.035 Uiso 1 1 calc R . . . .
C18A C 0.5822(5) 0.5472(2) 0.5906(5) 0.0464(17) Uani 1 1 d . . . . .
H18D H 0.5969 0.5422 0.6564 0.070 Uiso 1 1 calc GR . . . .
H18E H 0.6325 0.5705 0.5673 0.070 Uiso 1 1 calc GR . . . .
H18F H 0.5911 0.5177 0.5574 0.070 Uiso 1 1 calc GR . . . .


_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
I1B Ni1B 2.5337(8) . ?
I2B C2B 2.088(5) . ?
Ni1B P1B 2.2311(14) . ?
Ni1B P2B 2.2348(14) . ?
Ni1B C1B 1.908(5) . ?
P1B C7B 1.828(5) . ?
P1B C9B 1.819(5) . ?
P1B C11B 1.845(5) . ?
P2B C13B 1.826(5) . ?
P2B C15B 1.841(5) . ?
P2B C17B 1.836(5) . ?
F1B C3B 1.345(6) . ?
F2B C4B 1.350(6) . ?
F3B C5B 1.344(6) . ?
F4B C6B 1.358(6) . ?
C1B C2B 1.396(7) . ?
C1B C6B 1.388(7) . ?
C2B C3B 1.392(7) . ?
C3B C4B 1.379(8) . ?
C4B C5B 1.368(7) . ?
C5B C6B 1.386(7) . ?
C7B H7BA 0.9700 . ?
C7B H7BB 0.9700 . ?
C7B C8B 1.519(7) . ?
C8B H8BA 0.9600 . ?
C8B H8BB 0.9600 . ?
C8B H8BC 0.9600 . ?
C9B H9BA 0.9700 . ?
C9B H9BB 0.9700 . ?
C9B C10B 1.526(7) . ?
C10B H10A 0.9600 . ?
C10B H10B 0.9600 . ?
C10B H10C 0.9600 . ?
C11B H11A 0.9700 . ?
C11B H11B 0.9700 . ?
C11B C12B 1.540(7) . ?
C12B H12A 0.9600 . ?
C12B H12B 0.9600 . ?
C12B H12C 0.9600 . ?
C13B H13A 0.9700 . ?
C13B H13B 0.9700 . ?
C13B C14B 1.519(7) . ?
C14B H14A 0.9600 . ?
C14B H14B 0.9600 . ?
C14B H14C 0.9600 . ?
C15B H15A 0.9700 . ?
C15B H15B 0.9700 . ?
C15B C16B 1.523(7) . ?
C16B H16A 0.9600 . ?
C16B H16B 0.9600 . ?
C16B H16C 0.9600 . ?
C17B H17A 0.9700 . ?
C17B H17B 0.9700 . ?
C17B C18B 1.534(6) . ?
C18B H18A 0.9600 . ?
C18B H18B 0.9600 . ?
C18B H18C 0.9600 . ?
I1A Ni1A 2.5387(8) . ?
I2A C2A 2.100(5) . ?
Ni1A P1A 2.2286(13) . ?
Ni1A P2A 2.2376(13) . ?
Ni1A C1A 1.895(5) . ?
P1A C7A 1.831(5) . ?
P1A C9A 1.820(5) . ?
P1A C11A 1.838(5) . ?
P2A C13A 1.833(5) . ?
P2A C15A 1.844(5) . ?
P2A C17A 1.826(5) . ?
F1A C3A 1.350(6) . ?
F2A C4A 1.346(6) . ?
F3A C5A 1.345(6) . ?
F4A C6A 1.355(6) . ?
C1A C2A 1.397(7) . ?
C1A C6A 1.389(7) . ?
C2A C3A 1.388(7) . ?
C3A C4A 1.379(8) . ?
C4A C5A 1.375(8) . ?
C5A C6A 1.380(7) . ?
C7A H7AA 0.9700 . ?
C7A H7AB 0.9700 . ?
C7A C8A 1.527(7) . ?
C8A H8AA 0.9600 . ?
C8A H8AB 0.9600 . ?
C8A H8AC 0.9600 . ?
C9A H9AA 0.9700 . ?
C9A H9AB 0.9700 . ?
C9A C10A 1.517(7) . ?
C10A H10D 0.9600 . ?
C10A H10E 0.9600 . ?
C10A H10F 0.9600 . ?
C11A H11C 0.9700 . ?
C11A H11D 0.9700 . ?
C11A C12A 1.534(6) . ?
C12A H12D 0.9600 . ?
C12A H12E 0.9600 . ?
C12A H12F 0.9600 . ?
C13A H13C 0.9700 . ?
C13A H13D 0.9700 . ?
C13A C14A 1.533(7) . ?
C14A H14D 0.9600 . ?
C14A H14E 0.9600 . ?
C14A H14F 0.9600 . ?
C15A H15C 0.9700 . ?
C15A H15D 0.9700 . ?
C15A C16A 1.514(7) . ?
C16A H16D 0.9600 . ?
C16A H16E 0.9600 . ?
C16A H16F 0.9600 . ?
C17A H17C 0.9700 . ?
C17A H17D 0.9700 . ?
C17A C18A 1.536(7) . ?
C18A H18D 0.9600 . ?
C18A H18E 0.9600 . ?
C18A H18F 0.9600 . ?

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
P1B Ni1B I1B 92.67(4) . . ?
P1B Ni1B P2B 169.72(6) . . ?
P2B Ni1B I1B 89.29(4) . . ?
C1B Ni1B I1B 178.14(14) . . ?
C1B Ni1B P1B 86.42(14) . . ?
C1B Ni1B P2B 91.89(14) . . ?
C7B P1B Ni1B 110.21(17) . . ?
C7B P1B C11B 101.1(3) . . ?
C9B P1B Ni1B 118.75(19) . . ?
C9B P1B C7B 105.2(2) . . ?
C9B P1B C11B 102.4(2) . . ?
C11B P1B Ni1B 117.23(18) . . ?
C13B P2B Ni1B 110.78(17) . . ?
C13B P2B C15B 99.6(2) . . ?
C13B P2B C17B 105.0(2) . . ?
C15B P2B Ni1B 120.20(17) . . ?
C17B P2B Ni1B 115.43(16) . . ?
C17B P2B C15B 103.8(2) . . ?
C2B C1B Ni1B 121.1(4) . . ?
C6B C1B Ni1B 123.9(4) . . ?
C6B C1B C2B 114.8(4) . . ?
C1B C2B I2B 120.1(3) . . ?
C3B C2B I2B 117.4(4) . . ?
C3B C2B C1B 122.4(5) . . ?
F1B C3B C2B 121.5(5) . . ?
F1B C3B C4B 118.4(4) . . ?
C4B C3B C2B 120.1(5) . . ?
F2B C4B C3B 120.3(5) . . ?
F2B C4B C5B 120.3(5) . . ?
C5B C4B C3B 119.3(5) . . ?
F3B C5B C4B 119.6(5) . . ?
F3B C5B C6B 120.9(5) . . ?
C4B C5B C6B 119.5(5) . . ?
F4B C6B C1B 120.2(4) . . ?
F4B C6B C5B 115.9(4) . . ?
C5B C6B C1B 123.9(5) . . ?
P1B C7B H7BA 108.4 . . ?
P1B C7B H7BB 108.4 . . ?
H7BA C7B H7BB 107.5 . . ?
C8B C7B P1B 115.4(4) . . ?
C8B C7B H7BA 108.4 . . ?
C8B C7B H7BB 108.4 . . ?
C7B C8B H8BA 109.5 . . ?
C7B C8B H8BB 109.5 . . ?
C7B C8B H8BC 109.5 . . ?
H8BA C8B H8BB 109.5 . . ?
H8BA C8B H8BC 109.5 . . ?
H8BB C8B H8BC 109.5 . . ?
P1B C9B H9BA 109.0 . . ?
P1B C9B H9BB 109.0 . . ?
H9BA C9B H9BB 107.8 . . ?
C10B C9B P1B 112.8(4) . . ?
C10B C9B H9BA 109.0 . . ?
C10B C9B H9BB 109.0 . . ?
C9B C10B H10A 109.5 . . ?
C9B C10B H10B 109.5 . . ?
C9B C10B H10C 109.5 . . ?
H10A C10B H10B 109.5 . . ?
H10A C10B H10C 109.5 . . ?
H10B C10B H10C 109.5 . . ?
P1B C11B H11A 108.4 . . ?
P1B C11B H11B 108.4 . . ?
H11A C11B H11B 107.4 . . ?
C12B C11B P1B 115.7(4) . . ?
C12B C11B H11A 108.4 . . ?
C12B C11B H11B 108.4 . . ?
C11B C12B H12A 109.5 . . ?
C11B C12B H12B 109.5 . . ?
C11B C12B H12C 109.5 . . ?
H12A C12B H12B 109.5 . . ?
H12A C12B H12C 109.5 . . ?
H12B C12B H12C 109.5 . . ?
P2B C13B H13A 108.7 . . ?
P2B C13B H13B 108.7 . . ?
H13A C13B H13B 107.6 . . ?
C14B C13B P2B 114.4(3) . . ?
C14B C13B H13A 108.7 . . ?
C14B C13B H13B 108.7 . . ?
C13B C14B H14A 109.5 . . ?
C13B C14B H14B 109.5 . . ?
C13B C14B H14C 109.5 . . ?
H14A C14B H14B 109.5 . . ?
H14A C14B H14C 109.5 . . ?
H14B C14B H14C 109.5 . . ?
P2B C15B H15A 108.5 . . ?
P2B C15B H15B 108.5 . . ?
H15A C15B H15B 107.5 . . ?
C16B C15B P2B 115.1(3) . . ?
C16B C15B H15A 108.5 . . ?
C16B C15B H15B 108.5 . . ?
C15B C16B H16A 109.5 . . ?
C15B C16B H16B 109.5 . . ?
C15B C16B H16C 109.5 . . ?
H16A C16B H16B 109.5 . . ?
H16A C16B H16C 109.5 . . ?
H16B C16B H16C 109.5 . . ?
P2B C17B H17A 108.0 . . ?
P2B C17B H17B 108.0 . . ?
H17A C17B H17B 107.2 . . ?
C18B C17B P2B 117.4(3) . . ?
C18B C17B H17A 108.0 . . ?
C18B C17B H17B 108.0 . . ?
C17B C18B H18A 109.5 . . ?
C17B C18B H18B 109.5 . . ?
C17B C18B H18C 109.5 . . ?
H18A C18B H18B 109.5 . . ?
H18A C18B H18C 109.5 . . ?
H18B C18B H18C 109.5 . . ?
P1A Ni1A I1A 92.80(4) . . ?
P1A Ni1A P2A 168.15(6) . . ?
P2A Ni1A I1A 89.88(4) . . ?
C1A Ni1A I1A 176.86(15) . . ?
C1A Ni1A P1A 87.10(14) . . ?
C1A Ni1A P2A 90.86(13) . . ?
C7A P1A Ni1A 110.13(17) . . ?
C7A P1A C11A 102.0(2) . . ?
C9A P1A Ni1A 117.20(17) . . ?
C9A P1A C7A 104.7(2) . . ?
C9A P1A C11A 102.8(2) . . ?
C11A P1A Ni1A 118.20(16) . . ?
C13A P2A Ni1A 110.63(17) . . ?
C13A P2A C15A 100.2(2) . . ?
C15A P2A Ni1A 118.76(18) . . ?
C17A P2A Ni1A 116.64(17) . . ?
C17A P2A C13A 104.8(3) . . ?
C17A P2A C15A 103.7(3) . . ?
C2A C1A Ni1A 122.0(4) . . ?
C6A C1A Ni1A 122.7(4) . . ?
C6A C1A C2A 115.2(4) . . ?
C1A C2A I2A 119.7(3) . . ?
C3A C2A I2A 118.3(4) . . ?
C3A C2A C1A 121.7(5) . . ?
F1A C3A C2A 121.4(5) . . ?
F1A C3A C4A 117.8(5) . . ?
C4A C3A C2A 120.8(5) . . ?
F2A C4A C3A 120.8(5) . . ?
F2A C4A C5A 120.3(5) . . ?
C5A C4A C3A 118.9(5) . . ?
F3A C5A C4A 119.6(5) . . ?
F3A C5A C6A 120.8(5) . . ?
C4A C5A C6A 119.5(5) . . ?
F4A C6A C1A 119.0(4) . . ?
F4A C6A C5A 117.2(4) . . ?
C5A C6A C1A 123.8(5) . . ?
P1A C7A H7AA 108.2 . . ?
P1A C7A H7AB 108.2 . . ?
H7AA C7A H7AB 107.4 . . ?
C8A C7A P1A 116.2(4) . . ?
C8A C7A H7AA 108.2 . . ?
C8A C7A H7AB 108.2 . . ?
C7A C8A H8AA 109.5 . . ?
C7A C8A H8AB 109.5 . . ?
C7A C8A H8AC 109.5 . . ?
H8AA C8A H8AB 109.5 . . ?
H8AA C8A H8AC 109.5 . . ?
H8AB C8A H8AC 109.5 . . ?
P1A C9A H9AA 108.9 . . ?
P1A C9A H9AB 108.9 . . ?
H9AA C9A H9AB 107.7 . . ?
C10A C9A P1A 113.3(4) . . ?
C10A C9A H9AA 108.9 . . ?
C10A C9A H9AB 108.9 . . ?
C9A C10A H10D 109.5 . . ?
C9A C10A H10E 109.5 . . ?
C9A C10A H10F 109.5 . . ?
H10D C10A H10E 109.5 . . ?
H10D C10A H10F 109.5 . . ?
H10E C10A H10F 109.5 . . ?
P1A C11A H11C 108.2 . . ?
P1A C11A H11D 108.2 . . ?
H11C C11A H11D 107.3 . . ?
C12A C11A P1A 116.5(4) . . ?
C12A C11A H11C 108.2 . . ?
C12A C11A H11D 108.2 . . ?
C11A C12A H12D 109.5 . . ?
C11A C12A H12E 109.5 . . ?
C11A C12A H12F 109.5 . . ?
H12D C12A H12E 109.5 . . ?
H12D C12A H12F 109.5 . . ?
H12E C12A H12F 109.5 . . ?
P2A C13A H13C 108.6 . . ?
P2A C13A H13D 108.6 . . ?
H13C C13A H13D 107.6 . . ?
C14A C13A P2A 114.7(3) . . ?
C14A C13A H13C 108.6 . . ?
C14A C13A H13D 108.6 . . ?
C13A C14A H14D 109.5 . . ?
C13A C14A H14E 109.5 . . ?
C13A C14A H14F 109.5 . . ?
H14D C14A H14E 109.5 . . ?
H14D C14A H14F 109.5 . . ?
H14E C14A H14F 109.5 . . ?
P2A C15A H15C 108.5 . . ?
P2A C15A H15D 108.5 . . ?
H15C C15A H15D 107.5 . . ?
C16A C15A P2A 115.2(4) . . ?
C16A C15A H15C 108.5 . . ?
C16A C15A H15D 108.5 . . ?
C15A C16A H16D 109.5 . . ?
C15A C16A H16E 109.5 . . ?
C15A C16A H16F 109.5 . . ?
H16D C16A H16E 109.5 . . ?
H16D C16A H16F 109.5 . . ?
H16E C16A H16F 109.5 . . ?
P2A C17A H17C 108.1 . . ?
P2A C17A H17D 108.1 . . ?
H17C C17A H17D 107.3 . . ?
C18A C17A P2A 116.9(4) . . ?
C18A C17A H17C 108.1 . . ?
C18A C17A H17D 108.1 . . ?
C17A C18A H18D 109.5 . . ?
C17A C18A H18E 109.5 . . ?
C17A C18A H18F 109.5 . . ?
H18D C18A H18E 109.5 . . ?
H18D C18A H18F 109.5 . . ?
H18E C18A H18F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
I2B C2B C3B F1B -3.6(6) . . . . ?
I2B C2B C3B C4B 176.0(4) . . . . ?
Ni1B P1B C7B C8B -63.3(4) . . . . ?
Ni1B P1B C9B C10B -63.5(4) . . . . ?
Ni1B P1B C11B C12B 174.3(4) . . . . ?
Ni1B P2B C13B C14B -54.4(4) . . . . ?
Ni1B P2B C15B C16B 59.9(4) . . . . ?
Ni1B P2B C17B C18B 173.5(4) . . . . ?
Ni1B C1B C2B I2B -2.5(5) . . . . ?
Ni1B C1B C2B C3B 174.6(4) . . . . ?
Ni1B C1B C6B F4B 5.6(6) . . . . ?
Ni1B C1B C6B C5B -173.7(4) . . . . ?
F1B C3B C4B F2B 0.9(7) . . . . ?
F1B C3B C4B C5B -177.9(4) . . . . ?
F2B C4B C5B F3B 0.7(7) . . . . ?
F2B C4B C5B C6B 179.5(4) . . . . ?
F3B C5B C6B F4B -0.9(7) . . . . ?
F3B C5B C6B C1B 178.4(4) . . . . ?
C1B C2B C3B F1B 179.2(4) . . . . ?
C1B C2B C3B C4B -1.2(7) . . . . ?
C2B C1B C6B F4B -179.1(4) . . . . ?
C2B C1B C6B C5B 1.6(7) . . . . ?
C2B C3B C4B F2B -178.8(4) . . . . ?
C2B C3B C4B C5B 2.5(7) . . . . ?
C3B C4B C5B F3B 179.5(4) . . . . ?
C3B C4B C5B C6B -1.7(7) . . . . ?
C4B C5B C6B F4B -179.7(4) . . . . ?
C4B C5B C6B C1B -0.4(8) . . . . ?
C6B C1B C2B I2B -177.9(3) . . . . ?
C6B C1B C2B C3B -0.8(7) . . . . ?
C7B P1B C9B C10B 172.7(4) . . . . ?
C7B P1B C11B C12B -65.9(5) . . . . ?
C9B P1B C7B C8B 65.8(5) . . . . ?
C9B P1B C11B C12B 42.5(5) . . . . ?
C11B P1B C7B C8B 172.0(4) . . . . ?
C11B P1B C9B C10B 67.4(5) . . . . ?
C13B P2B C15B C16B -179.1(4) . . . . ?
C13B P2B C17B C18B 51.1(5) . . . . ?
C15B P2B C13B C14B 178.1(4) . . . . ?
C15B P2B C17B C18B -52.9(5) . . . . ?
C17B P2B C13B C14B 70.9(4) . . . . ?
C17B P2B C15B C16B -70.9(4) . . . . ?
I2A C2A C3A F1A 6.6(6) . . . . ?
I2A C2A C3A C4A -172.2(4) . . . . ?
Ni1A P1A C7A C8A 60.3(4) . . . . ?
Ni1A P1A C9A C10A 60.9(4) . . . . ?
Ni1A P1A C11A C12A 174.6(3) . . . . ?
Ni1A P2A C13A C14A 52.1(4) . . . . ?
Ni1A P2A C15A C16A -62.0(5) . . . . ?
Ni1A P2A C17A C18A 179.9(4) . . . . ?
Ni1A C1A C2A I2A -3.7(5) . . . . ?
Ni1A C1A C2A C3A -178.7(3) . . . . ?
Ni1A C1A C6A F4A -1.5(6) . . . . ?
Ni1A C1A C6A C5A 176.0(4) . . . . ?
P1A Ni1A C1A C2A 95.9(4) . . . . ?
P1A Ni1A C1A C6A -80.4(4) . . . . ?
P2A Ni1A C1A C2A -95.8(4) . . . . ?
P2A Ni1A C1A C6A 88.0(4) . . . . ?
F1A C3A C4A F2A -0.6(7) . . . . ?
F1A C3A C4A C5A -179.6(4) . . . . ?
F2A C4A C5A F3A -2.0(7) . . . . ?
F2A C4A C5A C6A 179.2(4) . . . . ?
F3A C5A C6A F4A 1.3(7) . . . . ?
F3A C5A C6A C1A -176.3(4) . . . . ?
C1A C2A C3A F1A -178.4(4) . . . . ?
C1A C2A C3A C4A 2.9(7) . . . . ?
C2A C1A C6A F4A -178.0(4) . . . . ?
C2A C1A C6A C5A -0.5(7) . . . . ?
C2A C3A C4A F2A 178.2(4) . . . . ?
C2A C3A C4A C5A -0.8(7) . . . . ?
C3A C4A C5A F3A 177.1(4) . . . . ?
C3A C4A C5A C6A -1.7(7) . . . . ?
C4A C5A C6A F4A -180.0(4) . . . . ?
C4A C5A C6A C1A 2.5(8) . . . . ?
C6A C1A C2A I2A 172.9(3) . . . . ?
C6A C1A C2A C3A -2.2(7) . . . . ?
C7A P1A C9A C10A -176.8(4) . . . . ?
C7A P1A C11A C12A 53.7(4) . . . . ?
C9A P1A C7A C8A -66.5(4) . . . . ?
C9A P1A C11A C12A -54.7(4) . . . . ?
C11A P1A C7A C8A -173.3(4) . . . . ?
C11A P1A C9A C10A -70.5(4) . . . . ?
C13A P2A C15A C16A 177.5(4) . . . . ?
C13A P2A C17A C18A -57.4(6) . . . . ?
C15A P2A C13A C14A 178.3(4) . . . . ?
C15A P2A C17A C18A 47.3(6) . . . . ?
C17A P2A C13A C14A -74.4(5) . . . . ?
C17A P2A C15A C16A 69.3(5) . . . . ?

_shelx_SHELXL_version_number     2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 -1 0 0.0192 0.0003 -1.0011 -0.0003 0.0233 -0.0299 0.0399
0 1 0 0.0192 -0.0003 1.0011 0.0003 -0.0233 0.0299 -0.0399
-1 -5 -3 0.0479 -0.9970 -5.0060 -2.9974 -0.1976 -0.1908 0.3521
-1 -1 1 0.0686 -0.9999 -1.0029 0.9997 0.0936 0.1055 0.1004
2 5 2 0.0265 1.9972 5.0078 1.9975 0.1273 0.0553 -0.4125
1 -1 -5 0.0641 1.0024 -0.9980 -4.9962 -0.4313 -0.3420 0.0716
2 5 -1 0.0484 1.9986 5.0088 -0.9995 -0.1609 -0.0772 -0.3435
0 4 5 0.0572 -0.0034 4.0028 4.9961 0.3872 0.3405 -0.2748
-2 5 -1 0.0279 -2.0002 5.0031 -0.9957 -0.2639 0.2879 -0.0098
2 -5 1 0.0131 2.0002 -5.0031 0.9957 0.2639 -0.2879 0.0098

_olex2_date_sample_data_collection 2015-09-08
_olex2_date_sample_submission    2015-09-07
_olex2_submission_original_sample_id 'Sarah SP202'
_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Chloroform'
