#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:14:00 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178554 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/62/4066257.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_4066257
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         'C38 H36 Ni P2 S2'
_chemical_formula_sum            'C38 H36 Ni P2 S2'
_chemical_formula_weight         677.44
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 100.6380(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.7484(15)
_cell_length_b                   8.9734(6)
_cell_length_c                   16.5363(11)
_cell_measurement_reflns_used    216
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29
_cell_measurement_theta_min      3
_cell_volume                     3171.7(4)
_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      100(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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  0.0200
_diffrn_reflns_av_sigmaI/netI    0.0170
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            15980
_diffrn_reflns_theta_full        29.00
_diffrn_reflns_theta_max         29.00
_diffrn_reflns_theta_min         1.91
_exptl_absorpt_coefficient_mu    0.872
_exptl_absorpt_correction_T_max  0.842
_exptl_absorpt_correction_T_min  0.696
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1416
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.202
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     196
_refine_ls_number_reflns         4203
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0270
_refine_ls_R_factor_gt           0.0242
_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)+(0.0418P)²+1.6288P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0675
_refine_ls_wR_factor_ref         0.0688
_reflns_number_gt                3781
_reflns_number_total             4203
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            om1003732_si_003.cif
_cod_data_source_block           2b
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4066257
loop_
_symmetry_equiv_pos_as_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'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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 0.0000 0.86705(2) 0.2500 0.01438(6) Uani 1 2 d S
P1 P -0.086743(14) 0.84392(3) 0.303199(17) 0.01505(7) Uani 1 1 d .
S1 S 0.048706(14) 0.87664(3) 0.379125(17) 0.02051(8) Uani 1 1 d .
C1 C 0.10352(5) 1.02161(13) 0.38062(7) 0.0181(2) Uani 1 1 d .
C2 C 0.09213(6) 1.14580(14) 0.32882(7) 0.0222(2) Uani 1 1 d .
H2A H 0.0535 1.1564 0.2943 0.027 Uiso 1 1 calc R
C3 C 0.13798(7) 1.25342(14) 0.32837(8) 0.0260(3) Uani 1 1 d .
H3A H 0.1301 1.3345 0.2929 0.031 Uiso 1 1 calc R
C4 C 0.19543(7) 1.24068(14) 0.38043(8) 0.0262(3) Uani 1 1 d .
H4A H 0.2263 1.3121 0.3795 0.031 Uiso 1 1 calc R
C5 C 0.20659(6) 1.12017(14) 0.43408(8) 0.0225(2) Uani 1 1 d .
H5A H 0.2448 1.1122 0.4700 0.027 Uiso 1 1 calc R
C6 C 0.16113(6) 1.01196(13) 0.43432(7) 0.0190(2) Uani 1 1 d .
H6A H 0.1690 0.9321 0.4706 0.023 Uiso 1 1 calc R
C7 C -0.10158(6) 0.99278(13) 0.37150(7) 0.0210(2) Uani 1 1 d .
H7A H -0.1377 0.9685 0.3946 0.032 Uiso 1 1 calc R
H7B H -0.1089 1.0842 0.3411 0.032 Uiso 1 1 calc R
H7C H -0.0660 1.0043 0.4150 0.032 Uiso 1 1 calc R
C8 C -0.16234(5) 0.81461(13) 0.23546(7) 0.0169(2) Uani 1 1 d .
C9 C -0.16856(6) 0.69616(13) 0.17931(7) 0.0206(2) Uani 1 1 d .
H9A H -0.1351 0.6317 0.1788 0.025 Uiso 1 1 calc R
C10 C -0.22441(6) 0.67461(14) 0.12448(8) 0.0239(2) Uani 1 1 d .
H10A H -0.2282 0.5959 0.0873 0.029 Uiso 1 1 calc R
C11 C -0.27463(6) 0.76999(14) 0.12487(8) 0.0243(3) Uani 1 1 d .
H11A H -0.3118 0.7557 0.0877 0.029 Uiso 1 1 calc R
C12 C -0.26924(6) 0.88635(14) 0.18059(8) 0.0233(2) Uani 1 1 d .
H12A H -0.3031 0.9494 0.1813 0.028 Uiso 1 1 calc R
C13 C -0.21330(6) 0.90945(14) 0.23560(7) 0.0199(2) Uani 1 1 d .
H13A H -0.2098 0.9884 0.2726 0.024 Uiso 1 1 calc R
C14 C -0.07942(5) 0.67544(13) 0.36624(7) 0.0168(2) Uani 1 1 d .
C15 C -0.10094(6) 0.66527(14) 0.44052(7) 0.0219(2) Uani 1 1 d .
H15A H -0.1189 0.7478 0.4610 0.026 Uiso 1 1 calc R
C16 C -0.09556(6) 0.53149(15) 0.48388(7) 0.0262(3) Uani 1 1 d .
H16A H -0.1100 0.5255 0.5333 0.031 Uiso 1 1 calc R
C17 C -0.06912(6) 0.40784(15) 0.45451(8) 0.0253(3) Uani 1 1 d .
H17A H -0.0658 0.3190 0.4839 0.030 Uiso 1 1 calc R
C18 C -0.04756(6) 0.41690(14) 0.38078(8) 0.0248(3) Uani 1 1 d .
H18A H -0.0297 0.3339 0.3606 0.030 Uiso 1 1 calc R
C19 C -0.05262(6) 0.54967(13) 0.33709(8) 0.0211(2) Uani 1 1 d .
H19A H -0.0380 0.5550 0.2878 0.025 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 175.521(19) . 2
S1 Ni1 P1 84.943(12) . .
S1 Ni1 P1 95.475(12) 2 .
S1 Ni1 P1 95.475(12) . 2
S1 Ni1 P1 84.943(12) 2 2
P1 Ni1 P1 169.335(18) . 2
C7 P1 C14 105.11(5) . .
C7 P1 C8 104.10(5) . .
C14 P1 C8 101.79(5) . .
C7 P1 Ni1 115.88(4) . .
C14 P1 Ni1 108.10(4) . .
C8 P1 Ni1 120.08(4) . .
C1 S1 Ni1 104.21(4) . .
C6 C1 C2 118.34(11) . .
C6 C1 S1 119.20(9) . .
C2 C1 S1 122.45(9) . .
C3 C2 C1 120.71(12) . .
C3 C2 H2A 119.6 . .
C1 C2 H2A 119.6 . .
C4 C3 C2 120.36(12) . .
C4 C3 H3A 119.8 . .
C2 C3 H3A 119.8 . .
C3 C4 C5 119.45(12) . .
C3 C4 H4A 120.3 . .
C5 C4 H4A 120.3 . .
C6 C5 C4 120.37(12) . .
C6 C5 H5A 119.8 . .
C4 C5 H5A 119.8 . .
C5 C6 C1 120.71(11) . .
C5 C6 H6A 119.6 . .
C1 C6 H6A 119.6 . .
P1 C7 H7A 109.5 . .
P1 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
P1 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C13 C8 C9 118.91(11) . .
C13 C8 P1 122.33(9) . .
C9 C8 P1 118.72(9) . .
C10 C9 C8 120.27(11) . .
C10 C9 H9A 119.9 . .
C8 C9 H9A 119.9 . .
C11 C10 C9 120.34(12) . .
C11 C10 H10A 119.8 . .
C9 C10 H10A 119.8 . .
C12 C11 C10 119.89(12) . .
C12 C11 H11A 120.1 . .
C10 C11 H11A 120.1 . .
C11 C12 C13 120.23(12) . .
C11 C12 H12A 119.9 . .
C13 C12 H12A 119.9 . .
C12 C13 C8 120.36(11) . .
C12 C13 H13A 119.8 . .
C8 C13 H13A 119.8 . .
C15 C14 C19 118.69(11) . .
C15 C14 P1 123.24(9) . .
C19 C14 P1 118.04(9) . .
C16 C15 C14 119.98(12) . .
C16 C15 H15A 120.0 . .
C14 C15 H15A 120.0 . .
C17 C16 C15 120.89(12) . .
C17 C16 H16A 119.6 . .
C15 C16 H16A 119.6 . .
C16 C17 C18 119.54(12) . .
C16 C17 H17A 120.2 . .
C18 C17 H17A 120.2 . .
C17 C18 C19 120.06(12) . .
C17 C18 H18A 120.0 . .
C19 C18 H18A 120.0 . .
C18 C19 C14 120.83(11) . .
C18 C19 H19A 119.6 . .
C14 C19 H19A 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 2.2031(3) .
Ni1 S1 2.2031(3) 2
Ni1 P1 2.2335(3) .
Ni1 P1 2.2335(3) 2
P1 C7 1.8163(12) .
P1 C14 1.8266(12) .
P1 C8 1.8295(12) .
S1 C1 1.7616(12) .
C1 C6 1.3982(16) .
C1 C2 1.3994(16) .
C2 C3 1.3892(19) .
C2 H2A 0.9300 .
C3 C4 1.3849(19) .
C3 H3A 0.9300 .
C4 C5 1.3914(18) .
C4 H4A 0.9300 .
C5 C6 1.3864(17) .
C5 H5A 0.9300 .
C6 H6A 0.9300 .
C7 H7A 0.9600 .
C7 H7B 0.9600 .
C7 H7C 0.9600 .
C8 C13 1.3976(16) .
C8 C9 1.4014(16) .
C9 C10 1.3887(17) .
C9 H9A 0.9300 .
C10 C11 1.3886(18) .
C10 H10A 0.9300 .
C11 C12 1.3832(18) .
C11 H11A 0.9300 .
C12 C13 1.3937(17) .
C12 H12A 0.9300 .
C13 H13A 0.9300 .
C14 C15 1.3958(16) .
C14 C19 1.3962(17) .
C15 C16 1.3921(18) .
C15 H15A 0.9300 .
C16 C17 1.379(2) .
C16 H16A 0.9300 .
C17 C18 1.3871(19) .
C17 H17A 0.9300 .
C18 C19 1.3871(17) .
C18 H18A 0.9300 .
C19 H19A 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 C7 57.30(5) .
S1 Ni1 P1 C7 -118.22(5) 2
P1 Ni1 P1 C7 150.03(4) 2
S1 Ni1 P1 C14 -60.30(4) .
S1 Ni1 P1 C14 124.18(4) 2
P1 Ni1 P1 C14 32.43(4) 2
S1 Ni1 P1 C8 -176.26(4) .
S1 Ni1 P1 C8 8.22(5) 2
P1 Ni1 P1 C8 -83.53(4) 2
P1 Ni1 S1 C1 -136.75(4) .
P1 Ni1 S1 C1 53.95(4) 2
Ni1 S1 C1 C6 -146.73(8) .
Ni1 S1 C1 C2 32.11(10) .
C6 C1 C2 C3 2.72(17) .
S1 C1 C2 C3 -176.13(9) .
C1 C2 C3 C4 -1.18(19) .
C2 C3 C4 C5 -0.88(19) .
C3 C4 C5 C6 1.34(19) .
C4 C5 C6 C1 0.25(18) .
C2 C1 C6 C5 -2.26(17) .
S1 C1 C6 C5 176.63(9) .
C7 P1 C8 C13 8.22(11) .
C14 P1 C8 C13 117.30(10) .
Ni1 P1 C8 C13 -123.51(9) .
C7 P1 C8 C9 -174.27(9) .
C14 P1 C8 C9 -65.19(10) .
Ni1 P1 C8 C9 54.00(10) .
C13 C8 C9 C10 0.45(17) .
P1 C8 C9 C10 -177.15(9) .
C8 C9 C10 C11 -0.12(19) .
C9 C10 C11 C12 -0.55(19) .
C10 C11 C12 C13 0.88(19) .
C11 C12 C13 C8 -0.55(18) .
C9 C8 C13 C12 -0.12(17) .
P1 C8 C13 C12 177.38(9) .
C7 P1 C14 C15 17.75(12) .
C8 P1 C14 C15 -90.56(11) .
Ni1 P1 C14 C15 142.08(9) .
C7 P1 C14 C19 -164.23(9) .
C8 P1 C14 C19 87.46(10) .
Ni1 P1 C14 C19 -39.90(10) .
C19 C14 C15 C16 -0.12(18) .
P1 C14 C15 C16 177.88(10) .
C14 C15 C16 C17 0.02(19) .
C15 C16 C17 C18 0.02(19) .
C16 C17 C18 C19 0.04(19) .
C17 C18 C19 C14 -0.15(19) .
C15 C14 C19 C18 0.19(18) .
P1 C14 C19 C18 -177.92(10) .
