#------------------------------------------------------------------------------
#$Date: 2016-03-25 23:11:53 +0100 (vie 25 de mar de 2016) $
#$Revision: 180064 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/10/7051033.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7051033
loop_
_publ_author_name
'Braun, Thomas'
'Cronin, Leroy'
'Higgitt, Catherine L.'
'McGrady, John E.'
'Perutz, Robin N.'
'Reinhold, Meike'
_publ_section_title
;
 Coordination and oxidative addition of octafluoronaphthalene at a
 nickel centre: isolation of an intermediate in C--F bond activation
;
_journal_issue                   1
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              19
_journal_paper_doi               10.1039/b006368l
_journal_volume                  25
_journal_year                    2001
_chemical_formula_sum            'C22 H30 F8 Ni P2'
_chemical_formula_weight         567.11
_chemical_name_systematic
nickelbis(triethylphosphine)(eta2--1,2-octafluoronaphthalene)
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                112.43(10)
_cell_angle_beta                 96.62(10)
_cell_angle_gamma                98.50(9)
_cell_formula_units_Z            2
_cell_length_a                   11.344(10)
_cell_length_b                   12.614(16)
_cell_length_c                   9.846(13)
_cell_measurement_reflns_used    20
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      8.01
_cell_measurement_theta_min      6.88
_cell_volume                     1265(3)
_computing_cell_refinement       teXsan
_computing_data_collection       teXsan
_computing_data_reduction        teXsan
_computing_molecular_graphics    teXsan
_computing_publication_material  SHELXL-93
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Rigaku AFC6'
_diffrn_measurement_method       ω--2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0487
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4457
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         2.65
_diffrn_standards_decay_%        2.1
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.960
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.88
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.489
_exptl_crystal_density_meas      ?
_exptl_crystal_description       block
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.496
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.014
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         4455
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.018
_refine_ls_restrained_S_obs      1.040
_refine_ls_R_factor_all          0.0857
_refine_ls_R_factor_gt           0.0442
_refine_ls_shift/su_max          0.045
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0726P)²+0.2373P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1334
_refine_ls_wR_factor_ref         0.1114
_reflns_number_gt                3061
_reflns_number_total             4457
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b006368l.txt
_cod_data_source_block           shelxl
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0726P)^2^+0.2373P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0726P)^2^+0.2373P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1265.0(25)
_cod_database_code               7051033
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Ni1 Ni 0.24049(4) 0.23443(4) 0.03236(5) 0.0468(2) Uani 1 d . .
P1 P 0.18553(10) 0.38633(10) 0.19226(12) 0.0557(3) Uani 1 d . .
P2 P 0.13955(11) 0.19023(10) -0.19290(12) 0.0575(3) Uani 1 d . .
F5 F 0.7107(3) 0.2038(3) -0.1348(4) 0.0984(10) Uani 1 d . .
F6 F 0.6538(3) 0.0103(3) -0.3861(4) 0.1067(11) Uani 1 d . .
F7 F 0.4417(3) -0.1470(3) -0.4481(3) 0.1034(11) Uani 1 d . .
F8 F 0.2851(3) -0.1075(3) -0.2633(3) 0.0888(9) Uani 1 d . .
F4 F 0.6525(3) 0.3372(3) 0.1096(4) 0.0985(10) Uani 1 d . .
F1 F 0.2462(2) 0.0068(2) 0.0021(3) 0.0738(7) Uani 1 d . .
F3 F 0.5117(3) 0.3667(3) 0.3127(3) 0.0927(10) Uani 1 d . .
F2 F 0.3323(2) 0.1785(3) 0.2742(3) 0.0748(8) Uani 1 d . .
C7 C 0.4695(5) -0.0485(5) -0.3221(5) 0.0766(15) Uani 1 d . .
C6 C 0.5757(5) 0.0309(5) -0.2904(6) 0.0760(15) Uani 1 d . .
C5 C 0.6028(4) 0.1297(5) -0.1621(6) 0.0699(13) Uani 1 d . .
C9 C 0.5239(4) 0.1542(4) -0.0608(5) 0.0611(11) Uani 1 d . .
C10 C 0.4120(4) 0.0751(4) -0.0942(5) 0.0560(10) Uani 1 d . .
C8 C 0.3891(4) -0.0274(4) -0.2251(5) 0.0652(12) Uani 1 d . .
C4 C 0.5506(4) 0.2550(4) 0.0792(6) 0.0656(12) Uani 1 d . .
C3 C 0.4776(4) 0.2727(4) 0.1802(5) 0.0647(12) Uani 1 d . .
C1 C 0.3239(4) 0.1045(4) 0.0061(5) 0.0547(10) Uani 1 d . .
C2 C 0.3604(4) 0.2000(4) 0.1513(4) 0.0565(11) Uani 1 d . .
C11 C 0.1956(6) 0.5208(6) 0.5057(6) 0.114(2) Uani 1 d . .
H11A H 0.2281(6) 0.5284(6) 0.6042(6) 0.171 Uiso 1 calc R .
H11B H 0.1086(6) 0.5057(6) 0.4909(6) 0.171 Uiso 1 calc R .
H11C H 0.2249(6) 0.5921(6) 0.4952(6) 0.171 Uiso 1 calc R .
C12 C 0.2355(5) 0.4196(5) 0.3898(5) 0.0785(15) Uani 1 d . .
H12A H 0.2078(5) 0.3494(5) 0.4057(5) 0.094 Uiso 1 calc R .
H12B H 0.3235(5) 0.4355(5) 0.4099(5) 0.094 Uiso 1 calc R .
C13 C 0.3724(7) 0.5519(7) 0.1840(12) 0.161(4) Uani 1 d . .
H13A H 0.3946(7) 0.6246(7) 0.1738(12) 0.241 Uiso 1 calc R .
H13B H 0.3958(7) 0.4904(7) 0.1054(12) 0.241 Uiso 1 calc R .
H13C H 0.4131(7) 0.5591(7) 0.2791(12) 0.241 Uiso 1 calc R .
C14 C 0.2395(6) 0.5236(5) 0.1743(8) 0.098(2) Uani 1 d . .
H14A H 0.1993(6) 0.5186(5) 0.0789(8) 0.118 Uiso 1 calc R .
H14B H 0.2166(6) 0.5872(5) 0.2526(8) 0.118 Uiso 1 calc R .
C15 C 0.0211(4) 0.3810(5) 0.1783(5) 0.0760(15) Uani 1 d . .
H15A H 0.0082(4) 0.4528(5) 0.2534(5) 0.091 Uiso 1 calc R .
H15B H -0.0122(4) 0.3772(5) 0.0809(5) 0.091 Uiso 1 calc R .
C16 C -0.0468(5) 0.2772(6) 0.1996(7) 0.105(2) Uani 1 d . .
H16A H -0.1316(5) 0.2789(6) 0.1913(7) 0.158 Uiso 1 calc R .
H16B H -0.0156(5) 0.2813(6) 0.2968(7) 0.158 Uiso 1 calc R .
H16C H -0.0360(5) 0.2057(6) 0.1242(7) 0.158 Uiso 1 calc R .
C17 C 0.0379(6) 0.2799(6) -0.2266(6) 0.106(2) Uani 1 d . .
H17A H -0.0224(6) 0.2831(6) -0.1636(6) 0.128 Uiso 1 calc R .
H17B H 0.0847(6) 0.3591(6) -0.1938(6) 0.128 Uiso 1 calc R .
C18 C -0.0286(7) 0.2420(7) -0.3863(6) 0.143(4) Uani 1 d . .
H18A H -0.0791(7) 0.2961(7) -0.3894(6) 0.215 Uiso 1 calc R .
H18B H -0.0781(7) 0.1648(7) -0.4200(6) 0.215 Uiso 1 calc R .
H18C H 0.0294(7) 0.2412(7) -0.4502(6) 0.215 Uiso 1 calc R .
C19 C 0.2363(6) 0.1786(6) -0.3323(6) 0.100(2) Uani 1 d . .
H19A H 0.2809(6) 0.1174(6) -0.3391(6) 0.120 Uiso 1 calc R .
H19B H 0.1854(6) 0.1557(6) -0.4292(6) 0.120 Uiso 1 calc R .
C20 C 0.3245(8) 0.2903(9) -0.2970(10) 0.181(5) Uani 1 d . .
H20A H 0.3725(8) 0.2789(9) -0.3736(10) 0.272 Uiso 1 calc R .
H20B H 0.3766(8) 0.3127(9) -0.2023(10) 0.272 Uiso 1 calc R .
H20C H 0.2810(8) 0.3509(9) -0.2925(10) 0.272 Uiso 1 calc R .
C21 C 0.0476(6) 0.0409(5) -0.2767(6) 0.098(2) Uani 1 d . .
H21A H 0.0099(6) 0.0252(5) -0.3779(6) 0.117 Uiso 1 calc R .
H21B H 0.1016(6) -0.0131(5) -0.2838(6) 0.117 Uiso 1 calc R .
C22 C -0.0460(7) 0.0150(7) -0.2006(8) 0.126(3) Uani 1 d . .
H22A H -0.0881(7) -0.0652(7) -0.2543(8) 0.189 Uiso 1 calc R .
H22B H -0.1023(7) 0.0656(7) -0.1956(8) 0.189 Uiso 1 calc R .
H22C H -0.0103(7) 0.0272(7) -0.1012(8) 0.189 Uiso 1 calc R .
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'
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 Ni1 C1 43.7(2) . . ?
C2 Ni1 P1 104.2(2) . . ?
C1 Ni1 P1 146.19(14) . . ?
C2 Ni1 P2 146.82(14) . . ?
C1 Ni1 P2 103.8(2) . . ?
P1 Ni1 P2 108.99(11) . . ?
C12 P1 C14 104.5(3) . . ?
C12 P1 C15 102.6(2) . . ?
C14 P1 C15 101.8(3) . . ?
C12 P1 Ni1 115.9(2) . . ?
C14 P1 Ni1 113.6(2) . . ?
C15 P1 Ni1 116.6(2) . . ?
C17 P2 C21 104.5(3) . . ?
C17 P2 C19 103.0(3) . . ?
C21 P2 C19 99.4(3) . . ?
C17 P2 Ni1 121.2(2) . . ?
C21 P2 Ni1 112.3(2) . . ?
C19 P2 Ni1 113.7(2) . . ?
F7 C7 C6 120.7(5) . . ?
F7 C7 C8 119.2(6) . . ?
C6 C7 C8 120.0(5) . . ?
F6 C6 C5 120.1(6) . . ?
F6 C6 C7 119.9(5) . . ?
C5 C6 C7 120.0(5) . . ?
F5 C5 C6 117.4(5) . . ?
F5 C5 C9 120.9(5) . . ?
C6 C5 C9 121.7(5) . . ?
C5 C9 C10 119.0(5) . . ?
C5 C9 C4 123.8(5) . . ?
C10 C9 C4 117.2(4) . . ?
C8 C10 C9 117.5(4) . . ?
C8 C10 C1 122.9(4) . . ?
C9 C10 C1 119.5(4) . . ?
F8 C8 C7 117.5(5) . . ?
F8 C8 C10 120.9(4) . . ?
C7 C8 C10 121.6(5) . . ?
C3 C4 F4 118.3(5) . . ?
C3 C4 C5 123.0(5) . . ?
F4 C4 C5 118.7(4) . . ?
C4 C3 F3 119.6(4) . . ?
C4 C3 C2 122.9(4) . . ?
F3 C3 C2 117.4(4) . . ?
F1 C1 C2 114.7(4) . . ?
F1 C1 C10 113.5(4) . . ?
C2 C1 C10 120.1(4) . . ?
F1 C1 Ni1 111.2(3) . . ?
C2 C1 Ni1 65.9(2) . . ?
C10 C1 Ni1 123.4(3) . . ?
F2 C2 C3 113.6(4) . . ?
F2 C2 C1 117.6(4) . . ?
C3 C2 C1 116.1(4) . . ?
F2 C2 Ni1 119.6(3) . . ?
C3 C2 Ni1 112.9(3) . . ?
C1 C2 Ni1 70.4(3) . . ?
C11 C12 P1 118.3(4) . . ?
C13 C14 P1 113.8(5) . . ?
C16 C15 P1 113.1(4) . . ?
C18 C17 P2 117.5(4) . . ?
C20 C19 P2 113.2(5) . . ?
C22 C21 P2 116.8(5) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 C2 1.899(4) . ?
Ni1 C1 1.959(4) . ?
Ni1 P1 2.194(3) . ?
Ni1 P2 2.196(3) . ?
P1 C12 1.826(5) . ?
P1 C14 1.831(6) . ?
P1 C15 1.844(5) . ?
P2 C17 1.817(5) . ?
P2 C21 1.831(7) . ?
P2 C19 1.831(6) . ?
F5 C5 1.356(6) . ?
F6 C6 1.348(5) . ?
F7 C7 1.341(6) . ?
F8 C8 1.345(6) . ?
F4 C4 1.353(6) . ?
F1 C1 1.390(5) . ?
F3 C3 1.350(6) . ?
F2 C2 1.397(5) . ?
C7 C6 1.368(8) . ?
C7 C8 1.376(7) . ?
C6 C5 1.356(8) . ?
C5 C9 1.394(6) . ?
C9 C10 1.412(7) . ?
C9 C4 1.435(7) . ?
C10 C8 1.397(6) . ?
C10 C1 1.472(6) . ?
C4 C3 1.341(6) . ?
C3 C2 1.429(6) . ?
C1 C2 1.438(6) . ?
C11 C12 1.521(7) . ?
C13 C14 1.480(9) . ?
C15 C16 1.516(8) . ?
C17 C18 1.522(8) . ?
C19 C20 1.495(10) . ?
C21 C22 1.437(9) . ?
