#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:14:00 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178554 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/62/4066256.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_4066256
loop_
_publ_author_name
'Ananikov, Valentine P.'
'Gayduk, Konstantin A.'
'Starikova, Zoya A.'
'Beletskaya, Irina P.'
_publ_section_title
;
 Ni(acac)2/Phosphine as an Excellent Precursor of Nickel(0) for Catalytic
 Systems†
;
_journal_issue                   21
_journal_name_full               Organometallics
_journal_page_first              5098
_journal_paper_doi               10.1021/om1003732
_journal_volume                  29
_journal_year                    2010
_chemical_formula_moiety         'C28 H32 Ni P2 S2'
_chemical_formula_sum            'C28 H32 Ni P2 S2'
_chemical_formula_weight         553.31
_chemical_name_systematic
; 
 ? 
;
_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-97
_cell_angle_alpha                90.397(2)
_cell_angle_beta                 110.570(2)
_cell_angle_gamma                101.009(2)
_cell_formula_units_Z            1
_cell_length_a                   8.0853(9)
_cell_length_b                   8.9069(9)
_cell_length_c                   10.0072(11)
_cell_measurement_reflns_used    224
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27
_cell_measurement_theta_min      3
_cell_volume                     660.15(12)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX II'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX II CCD area detector''
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_av_sigmaI/netI    0.0385
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6715
_diffrn_reflns_theta_full        27.99
_diffrn_reflns_theta_max         27.99
_diffrn_reflns_theta_min         2.18
_exptl_absorpt_coefficient_mu    1.029
_exptl_absorpt_correction_T_max  0.698
_exptl_absorpt_correction_T_min  0.616
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            dark-red
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             290
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.35
_refine_diff_density_max         0.957
_refine_diff_density_min         -0.410
_refine_diff_density_rms         0.091
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     153
_refine_ls_number_reflns         3149
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0435
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0139P)²+2.1502P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0961
_refine_ls_wR_factor_ref         0.1004
_reflns_number_gt                2530
_reflns_number_total             3149
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            om1003732_si_003.cif
_cod_data_source_block           2a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               4066256
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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Ni1 Ni 0.5000 0.0000 0.0000 0.01835(14) Uani 1 2 d S
P1 P 0.46850(10) -0.15616(9) 0.16488(8) 0.01929(17) Uani 1 1 d .
S1 S 0.42204(11) -0.20857(8) -0.14650(8) 0.02296(17) Uani 1 1 d .
C1 C 0.4543(4) -0.0839(4) 0.3298(3) 0.0251(6) Uani 1 1 d .
H1A H 0.4674 -0.1620 0.3963 0.038 Uiso 1 1 calc R
H1B H 0.3393 -0.0565 0.3097 0.038 Uiso 1 1 calc R
H1C H 0.5489 0.0048 0.3707 0.038 Uiso 1 1 calc R
C2 C 0.2922(4) -0.3294(4) 0.1185(3) 0.0265(6) Uani 1 1 d .
H2A H 0.3175 -0.3952 0.1956 0.040 Uiso 1 1 calc R
H2B H 0.2883 -0.3819 0.0331 0.040 Uiso 1 1 calc R
H2C H 0.1777 -0.3023 0.1025 0.040 Uiso 1 1 calc R
C3 C 0.6814(4) -0.2210(3) 0.2319(3) 0.0197(6) Uani 1 1 d .
C4 C 0.6949(4) -0.3719(3) 0.2098(3) 0.0255(6) Uani 1 1 d .
H4A H 0.5927 -0.4443 0.1567 0.031 Uiso 1 1 calc R
C5 C 0.8606(5) -0.4143(4) 0.2669(4) 0.0330(8) Uani 1 1 d .
H5A H 0.8688 -0.5154 0.2519 0.040 Uiso 1 1 calc R
C6 C 1.0140(4) -0.3077(4) 0.3461(4) 0.0298(7) Uani 1 1 d .
H6A H 1.1243 -0.3373 0.3860 0.036 Uiso 1 1 calc R
C7 C 1.0020(4) -0.1562(4) 0.3657(4) 0.0302(7) Uani 1 1 d .
H7A H 1.1049 -0.0834 0.4170 0.036 Uiso 1 1 calc R
C8 C 0.8360(4) -0.1135(4) 0.3086(3) 0.0256(6) Uani 1 1 d .
H8A H 0.8285 -0.0119 0.3218 0.031 Uiso 1 1 calc R
C9 C 0.6030(4) -0.2296(3) -0.1998(3) 0.0206(6) Uani 1 1 d .
C10 C 0.7840(4) -0.1732(4) -0.1154(3) 0.0263(7) Uani 1 1 d .
H10A H 0.8139 -0.1244 -0.0251 0.032 Uiso 1 1 calc R
C11 C 0.9195(5) -0.1900(4) -0.1659(4) 0.0313(7) Uani 1 1 d .
H11A H 1.0394 -0.1499 -0.1099 0.038 Uiso 1 1 calc R
C12 C 0.8788(5) -0.2654(4) -0.2984(4) 0.0304(7) Uani 1 1 d .
H12A H 0.9703 -0.2752 -0.3318 0.036 Uiso 1 1 calc R
C13 C 0.6999(5) -0.3262(4) -0.3809(3) 0.0293(7) Uani 1 1 d .
H13A H 0.6715 -0.3790 -0.4692 0.035 Uiso 1 1 calc R
C14 C 0.5633(4) -0.3087(3) -0.3327(3) 0.0240(6) Uani 1 1 d .
H14A H 0.4438 -0.3499 -0.3890 0.029 Uiso 1 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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'
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
S1 Ni1 S1 180.00(5) . 2_655
S1 Ni1 P1 93.62(3) . 2_655
S1 Ni1 P1 86.38(3) 2_655 2_655
S1 Ni1 P1 86.38(3) . .
S1 Ni1 P1 93.62(3) 2_655 .
P1 Ni1 P1 180.00(6) 2_655 .
C1 P1 C2 100.90(15) . .
C1 P1 C3 101.38(14) . .
C2 P1 C3 105.80(14) . .
C1 P1 Ni1 121.14(10) . .
C2 P1 Ni1 121.17(11) . .
C3 P1 Ni1 103.98(9) . .
C9 S1 Ni1 110.00(10) . .
P1 C1 H1A 109.5 . .
P1 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
P1 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
P1 C2 H2A 109.5 . .
P1 C2 H2B 109.5 . .
H2A C2 H2B 109.5 . .
P1 C2 H2C 109.5 . .
H2A C2 H2C 109.5 . .
H2B C2 H2C 109.5 . .
C8 C3 C4 119.2(3) . .
C8 C3 P1 117.8(2) . .
C4 C3 P1 123.0(2) . .
C5 C4 C3 120.1(3) . .
C5 C4 H4A 120.0 . .
C3 C4 H4A 120.0 . .
C6 C5 C4 120.6(3) . .
C6 C5 H5A 119.7 . .
C4 C5 H5A 119.7 . .
C5 C6 C7 119.5(3) . .
C5 C6 H6A 120.2 . .
C7 C6 H6A 120.2 . .
C6 C7 C8 119.9(3) . .
C6 C7 H7A 120.0 . .
C8 C7 H7A 120.0 . .
C3 C8 C7 120.7(3) . .
C3 C8 H8A 119.7 . .
C7 C8 H8A 119.7 . .
C10 C9 C14 118.4(3) . .
C10 C9 S1 123.3(2) . .
C14 C9 S1 118.4(2) . .
C11 C10 C9 120.2(3) . .
C11 C10 H10A 119.9 . .
C9 C10 H10A 119.9 . .
C12 C11 C10 121.0(3) . .
C12 C11 H11A 119.5 . .
C10 C11 H11A 119.5 . .
C11 C12 C13 119.2(3) . .
C11 C12 H12A 120.4 . .
C13 C12 H12A 120.4 . .
C14 C13 C12 120.4(3) . .
C14 C13 H13A 119.8 . .
C12 C13 H13A 119.8 . .
C13 C14 C9 120.8(3) . .
C13 C14 H14A 119.6 . .
C9 C14 H14A 119.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 S1 2.2053(7) .
Ni1 S1 2.2053(7) 2_655
Ni1 P1 2.2167(7) 2_655
Ni1 P1 2.2167(7) .
P1 C1 1.816(3) .
P1 C2 1.820(3) .
P1 C3 1.822(3) .
S1 C9 1.764(3) .
C1 H1A 0.9600 .
C1 H1B 0.9600 .
C1 H1C 0.9600 .
C2 H2A 0.9600 .
C2 H2B 0.9600 .
C2 H2C 0.9600 .
C3 C8 1.388(4) .
C3 C4 1.392(4) .
C4 C5 1.387(4) .
C4 H4A 0.9300 .
C5 C6 1.385(5) .
C5 H5A 0.9300 .
C6 C7 1.389(5) .
C6 H6A 0.9300 .
C7 C8 1.390(4) .
C7 H7A 0.9300 .
C8 H8A 0.9300 .
C9 C10 1.397(4) .
C9 C14 1.403(4) .
C10 C11 1.389(5) .
C10 H10A 0.9300 .
C11 C12 1.383(5) .
C11 H11A 0.9300 .
C12 C13 1.387(5) .
C12 H12A 0.9300 .
C13 C14 1.384(4) .
C13 H13A 0.9300 .
C14 H14A 0.9300 .
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
S1 Ni1 P1 C1 -164.88(13) .
S1 Ni1 P1 C1 15.12(13) 2_655
S1 Ni1 P1 C2 -36.29(13) .
S1 Ni1 P1 C2 143.71(13) 2_655
S1 Ni1 P1 C3 82.30(10) .
S1 Ni1 P1 C3 -97.70(10) 2_655
P1 Ni1 S1 C9 64.18(11) 2_655
P1 Ni1 S1 C9 -115.82(11) .
C1 P1 C3 C8 -58.9(3) .
C2 P1 C3 C8 -163.8(2) .
Ni1 P1 C3 C8 67.5(2) .
C1 P1 C3 C4 121.0(3) .
C2 P1 C3 C4 16.1(3) .
Ni1 P1 C3 C4 -112.6(2) .
C8 C3 C4 C5 1.5(5) .
P1 C3 C4 C5 -178.4(3) .
C3 C4 C5 C6 -0.1(5) .
C4 C5 C6 C7 -1.4(5) .
C5 C6 C7 C8 1.4(5) .
C4 C3 C8 C7 -1.5(5) .
P1 C3 C8 C7 178.4(2) .
C6 C7 C8 C3 0.0(5) .
Ni1 S1 C9 C10 28.2(3) .
Ni1 S1 C9 C14 -152.8(2) .
C14 C9 C10 C11 2.8(4) .
S1 C9 C10 C11 -178.1(2) .
C9 C10 C11 C12 -1.5(5) .
C10 C11 C12 C13 -0.6(5) .
C11 C12 C13 C14 1.4(5) .
C12 C13 C14 C9 -0.1(5) .
C10 C9 C14 C13 -2.0(4) .
S1 C9 C14 C13 178.9(2) .
