#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/53/2205361.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2205361
loop_
_publ_author_name
'Davies, Sian C.'
'Duff, Samantha E.'
'Evans, David J.'
_publ_section_title
;
 Bis[1,3-bis(diphenylphosphino)propane-κ²P,P']nickel(0)
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m571
_journal_page_last               m573
_journal_paper_doi               10.1107/S1600536805005064
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          '[Ni (C27 H26 P2)2]'
_chemical_formula_moiety         'C54 H52 Ni P4'
_chemical_formula_structural     '[Ni (C27 H26 P2)2]'
_chemical_formula_sum            'C54 H52 Ni P4'
_chemical_formula_weight         883.55
_chemical_name_systematic
;
bis[1,3-bis(diphenylphosphino)propane]nickel(0)
;
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 109.67(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.303(6)
_cell_length_b                   13.212(2)
_cell_length_c                   20.023(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      11
_cell_measurement_theta_min      10
_cell_volume                     4559(2)
_computing_cell_refinement       'CAD-4 EXPRESS'
_computing_data_collection       'CAD-4 EXPRESS (Enraf--Nonius, 1992)'
_computing_data_reduction        'CAD-4 Processing Program (Hursthouse, 1976)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'Enraf--Nonius CAD-4'
_diffrn_measurement_method       ω/θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           Mo_K\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0080
_diffrn_reflns_av_sigmaI/netI    0.0496
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            7286
_diffrn_reflns_theta_full        29.96
_diffrn_reflns_theta_max         30
_diffrn_reflns_theta_min         1.5
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  167
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.602
_exptl_absorpt_correction_T_max  0.865
_exptl_absorpt_correction_T_min  0.823
_exptl_absorpt_correction_type   '\y scan'
_exptl_absorpt_process_details   '(EMPABS; Sheldrick et al., 1977)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rhomb
_exptl_crystal_F_000             1856
_exptl_crystal_size_max          0.67
_exptl_crystal_size_mid          0.52
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.375
_refine_diff_density_min         -0.252
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     371
_refine_ls_number_reflns         6631
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0604
_refine_ls_R_factor_gt           0.0357
_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)+(0.033P)²+0.7751P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0783
_refine_ls_wR_factor_ref         0.0924
_reflns_number_gt                4569
_reflns_number_total             6631
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sj6048.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2205361
_cod_database_fobs_code          2205361
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_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
Ni1 0.0000 -0.00211(2) 0.2500 0.02603(8) Uani d S 1 Ni
P1 0.04468(2) -0.10075(3) 0.34176(2) 0.02942(10) Uani d . 1 P
P2 -0.08743(2) 0.07975(3) 0.28021(2) 0.03126(10) Uani d . 1 P
C111 0.12759(10) -0.05877(14) 0.41856(9) 0.0344(4) Uani d . 1 C
C112 0.13913(11) 0.04289(16) 0.43062(10) 0.0406(4) Uani d . 1 C
H112 0.1056(13) 0.0891(17) 0.3983(12) 0.057(7) Uiso d . 1 H
C113 0.19995(13) 0.07926(18) 0.48799(11) 0.0502(5) Uani d . 1 C
H113 0.2042(14) 0.155(2) 0.4927(13) 0.074(8) Uiso d . 1 H
C114 0.25006(13) 0.0130(2) 0.53318(11) 0.0570(6) Uani d . 1 C
H114 0.2924(13) 0.0361(17) 0.5729(12) 0.057(6) Uiso d . 1 H
C115 0.23919(15) -0.0889(2) 0.52262(13) 0.0682(7) Uani d . 1 C
H115 0.2733(16) -0.141(2) 0.5581(14) 0.085(8) Uiso d . 1 H
C116 0.17854(14) -0.12530(18) 0.46590(12) 0.0567(6) Uani d . 1 C
H116 0.1697(14) -0.1929(19) 0.4588(12) 0.063(7) Uiso d . 1 H
C121 0.07722(10) -0.22882(13) 0.32874(8) 0.0333(4) Uani d . 1 C
C122 0.04587(12) -0.31772(16) 0.34380(11) 0.0457(5) Uani d . 1 C
H122 0.0055(13) -0.3146(17) 0.3628(12) 0.059(7) Uiso d . 1 H
C123 0.07029(14) -0.41097(17) 0.32785(13) 0.0565(6) Uani d . 1 C
H123 0.0494(13) -0.4704(19) 0.3373(12) 0.059(7) Uiso d . 1 H
C124 0.12711(15) -0.41724(18) 0.29788(12) 0.0570(6) Uani d . 1 C
H124 0.1449(15) -0.481(2) 0.2875(13) 0.075(8) Uiso d . 1 H
C125 0.16018(14) -0.33040(18) 0.28383(11) 0.0533(5) Uani d . 1 C
H125 0.1982(14) -0.3318(19) 0.2608(13) 0.073(8) Uiso d . 1 H
C126 0.13487(12) -0.23706(16) 0.29849(11) 0.0441(4) Uani d . 1 C
H126 0.1576(12) -0.1790(16) 0.2872(10) 0.049(6) Uiso d . 1 H
C12 -0.02427(11) -0.13028(16) 0.38852(10) 0.0387(4) Uani d . 1 C
H12A -0.0594(11) -0.1765(15) 0.3599(10) 0.039(5) Uiso d . 1 H
H12B 0.0039(12) -0.1644(16) 0.4323(11) 0.051(6) Uiso d . 1 H
C1 -0.06657(12) -0.03820(17) 0.40259(10) 0.0419(4) Uani d . 1 C
H1A -0.0319(11) 0.0144(14) 0.4246(10) 0.033(5) Uiso d . 1 H
H1B -0.0900(12) -0.0558(15) 0.4353(10) 0.045(6) Uiso d . 1 H
C21 -0.12839(10) 0.00308(16) 0.33623(10) 0.0383(4) Uani d . 1 C
H21A -0.1655(12) 0.0442(16) 0.3475(10) 0.042(5) Uiso d . 1 H
H21B -0.1575(12) -0.0511(16) 0.3064(11) 0.045(6) Uiso d . 1 H
C211 -0.17899(10) 0.12446(15) 0.21406(9) 0.0381(4) Uani d . 1 C
C212 -0.19222(13) 0.22572(17) 0.19513(12) 0.0478(5) Uani d . 1 C
H212 -0.1570(11) 0.2741(15) 0.2186(10) 0.041(6) Uiso d . 1 H
C213 -0.26050(16) 0.2561(2) 0.14274(13) 0.0605(6) Uani d . 1 C
H213 -0.2650(15) 0.328(2) 0.1318(13) 0.074(8) Uiso d . 1 H
C214 -0.31584(15) 0.1867(2) 0.10910(13) 0.0659(7) Uani d . 1 C
H214 -0.3636(17) 0.204(2) 0.0721(15) 0.095(9) Uiso d . 1 H
C215 -0.30412(14) 0.0864(2) 0.12650(13) 0.0610(6) Uani d . 1 C
H215 -0.3406(16) 0.034(2) 0.1062(15) 0.084(9) Uiso d . 1 H
C216 -0.23574(12) 0.05534(18) 0.17845(11) 0.0469(5) Uani d . 1 C
H216 -0.2283(13) -0.0155(17) 0.1895(11) 0.054(7) Uiso d . 1 H
C221 -0.06057(11) 0.19386(14) 0.33727(10) 0.0407(4) Uani d . 1 C
C222 0.00923(14) 0.24073(16) 0.34617(13) 0.0509(5) Uani d . 1 C
H222 0.0392(14) 0.2186(19) 0.3225(13) 0.069(8) Uiso d . 1 H
C223 0.03409(19) 0.3226(2) 0.39189(17) 0.0753(8) Uani d . 1 C
H223 0.0810(16) 0.349(2) 0.3959(14) 0.078(9) Uiso d . 1 H
C224 -0.0111(2) 0.3577(2) 0.42868(17) 0.0862(10) Uani d . 1 C
H224 0.0044(18) 0.409(2) 0.4578(16) 0.094(10) Uiso d . 1 H
C225 -0.0812(2) 0.3138(2) 0.41992(17) 0.0876(10) Uani d . 1 C
H225 -0.1124(18) 0.341(2) 0.4459(16) 0.103(10) Uiso d . 1 H
C226 -0.10644(17) 0.2326(2) 0.37443(15) 0.0663(7) Uani d . 1 C
H226 -0.1560(15) 0.199(2) 0.3690(13) 0.082(9) Uiso d . 1 H
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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
P1 Ni1 P1 . 2 106.38(3) yes
P1 Ni1 P2 . . 99.52(2) yes
P1 Ni1 P2 2 . 115.43(3) yes
P1 Ni1 P2 . 2 115.43(3) yes
P1 Ni1 P2 2 2 99.51(2) yes
P2 Ni1 P2 . 2 120.49(3) yes
C121 P1 C111 . . 100.36(8) yes
C121 P1 C12 . . 100.74(9) yes
C111 P1 C12 . . 98.71(9) yes
C121 P1 Ni1 . . 118.59(6) yes
C111 P1 Ni1 . . 119.59(6) yes
C12 P1 Ni1 . . 115.31(7) yes
C21 P2 C211 . . 98.92(9) yes
C21 P2 C221 . . 98.58(9) yes
C211 P2 C221 . . 99.78(9) yes
C21 P2 Ni1 . . 112.49(7) yes
C211 P2 Ni1 . . 122.21(6) yes
C221 P2 Ni1 . . 120.47(7) yes
C112 C111 C116 . . 118.06(18) no
C112 C111 P1 . . 118.49(14) no
C116 C111 P1 . . 123.44(16) no
C111 C112 C113 . . 121.25(19) no
C111 C112 H112 . . 119.0(13) no
C113 C112 H112 . . 119.7(13) no
C114 C113 C112 . . 119.9(2) no
C114 C113 H113 . . 124.1(14) no
C112 C113 H113 . . 116.0(14) no
C113 C114 C115 . . 119.9(2) no
C113 C114 H114 . . 121.5(14) no
C115 C114 H114 . . 118.6(14) no
C114 C115 C116 . . 120.3(2) no
C114 C115 H115 . . 121.5(15) no
C116 C115 H115 . . 118.0(15) no
C115 C116 C111 . . 120.6(2) no
C115 C116 H116 . . 121.4(15) no
C111 C116 H116 . . 118.0(15) no
C122 C121 C126 . . 117.44(18) no
C122 C121 P1 . . 124.83(15) no
C126 C121 P1 . . 117.65(14) no
C123 C122 C121 . . 121.0(2) no
C123 C122 H122 . . 119.4(14) no
C121 C122 H122 . . 119.5(14) no
C124 C123 C122 . . 120.5(2) no
C124 C123 H123 . . 117.9(15) no
C122 C123 H123 . . 121.5(15) no
C123 C124 C125 . . 119.6(2) no
C123 C124 H124 . . 121.2(16) no
C125 C124 H124 . . 119.3(16) no
C124 C125 C126 . . 120.0(2) no
C124 C125 H125 . . 121.8(16) no
C126 C125 H125 . . 118.0(16) no
C125 C126 C121 . . 121.4(2) no
C125 C126 H126 . . 118.1(13) no
C121 C126 H126 . . 120.5(13) no
C1 C12 P1 . . 113.75(14) yes
C1 C12 H12A . . 110.4(12) no
P1 C12 H12A . . 106.0(12) no
C1 C12 H12B . . 110.8(12) no
P1 C12 H12B . . 108.1(12) no
H12A C12 H12B . . 107.5(17) no
C12 C1 C21 . . 113.54(17) yes
C12 C1 H1A . . 111.8(11) no
C21 C1 H1A . . 109.2(11) no
C12 C1 H1B . . 108.5(13) no
C21 C1 H1B . . 108.8(13) no
H1A C1 H1B . . 104.7(17) no
C1 C21 P2 . . 113.02(13) yes
C1 C21 H21A . . 112.1(12) no
P2 C21 H21A . . 107.3(12) no
C1 C21 H21B . . 111.4(12) no
P2 C21 H21B . . 106.4(12) no
H21A C21 H21B . . 106.2(17) no
C216 C211 C212 . . 117.54(19) no
C216 C211 P2 . . 119.96(15) no
C212 C211 P2 . . 122.40(16) no
C211 C212 C213 . . 120.8(2) no
C211 C212 H212 . . 120.2(13) no
C213 C212 H212 . . 118.9(13) no
C214 C213 C212 . . 120.5(2) no
C214 C213 H213 . . 123.5(15) no
C212 C213 H213 . . 116.0(16) no
C213 C214 C215 . . 119.9(2) no
C213 C214 H214 . . 123.7(18) no
C215 C214 H214 . . 116.4(18) no
C214 C215 C216 . . 120.0(3) no
C214 C215 H215 . . 124.4(17) no
C216 C215 H215 . . 115.6(17) no
C211 C216 C215 . . 121.3(2) no
C211 C216 H216 . . 120.0(13) no
C215 C216 H216 . . 118.8(13) no
C222 C221 C226 . . 117.7(2) no
C222 C221 P2 . . 119.18(15) no
C226 C221 P2 . . 123.04(17) no
C221 C222 C223 . . 121.3(2) no
C221 C222 H222 . . 119.8(16) no
C223 C222 H222 . . 119.0(17) no
C224 C223 C222 . . 119.9(3) no
C224 C223 H223 . . 123.1(18) no
C222 C223 H223 . . 117.0(18) no
C223 C224 C225 . . 120.1(3) no
C223 C224 H224 . . 120(2) no
C225 C224 H224 . . 120(2) no
C224 C225 C226 . . 120.4(3) no
C224 C225 H225 . . 118.4(19) no
C226 C225 H225 . . 121.2(19) no
C225 C226 C221 . . 120.6(3) no
C225 C226 H226 . . 121.0(16) no
C221 C226 H226 . . 118.3(16) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 P1 . 2.1752(6) yes
Ni1 P1 2 2.1753(6) yes
Ni1 P2 . 2.1790(6) yes
Ni1 P2 2 2.1790(6) yes
P1 C121 . 1.8413(18) yes
P1 C111 . 1.8449(18) yes
P1 C12 . 1.8484(19) yes
P2 C21 . 1.8473(19) yes
P2 C211 . 1.8486(19) yes
P2 C221 . 1.8552(19) yes
C111 C112 . 1.369(3) no
C111 C116 . 1.395(3) no
C112 C113 . 1.389(3) no
C112 H112 . 0.95(2) no
C113 C114 . 1.366(3) no
C113 H113 . 1.00(3) no
C114 C115 . 1.368(3) no
C114 H114 . 0.95(2) no
C115 C116 . 1.380(3) no
C115 H115 . 1.03(3) no
C116 H116 . 0.91(2) no
C121 C122 . 1.384(3) no
C121 C126 . 1.386(3) no
C122 C123 . 1.384(3) no
C122 H122 . 0.94(2) no
C123 C124 . 1.367(4) no
C123 H123 . 0.92(2) no
C124 C125 . 1.370(3) no
C124 H124 . 0.95(3) no
C125 C126 . 1.383(3) no
C125 H125 . 0.95(3) no
C126 H126 . 0.94(2) no
C12 C1 . 1.519(3) no
C12 H12A . 0.93(2) no
C12 H12B . 0.97(2) no
C1 C21 . 1.527(3) no
C1 H1A . 0.944(19) no
C1 H1B . 0.93(2) no
C21 H21A . 0.95(2) no
C21 H21B . 0.97(2) no
C211 C216 . 1.387(3) no
C211 C212 . 1.389(3) no
C212 C213 . 1.393(3) no
C212 H212 . 0.92(2) no
C213 C214 . 1.364(4) no
C213 H213 . 0.97(3) no
C214 C215 . 1.369(4) no
C214 H214 . 0.96(3) no
C215 C216 . 1.393(3) no
C215 H215 . 0.95(3) no
C216 H216 . 0.96(2) no
C221 C222 . 1.376(3) no
C221 C226 . 1.393(3) no
C222 C223 . 1.390(3) no
C222 H222 . 0.89(2) no
C223 C224 . 1.361(4) no
C223 H223 . 0.91(3) no
C224 C225 . 1.365(5) no
C224 H224 . 0.87(3) no
C225 C226 . 1.381(4) no
C225 H225 . 0.96(3) no
C226 H226 . 0.98(3) no
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_publ_flag
Ni1 P1 C12 C1 -46.88(17) yes
P1 C12 C1 C21 73.0(2) yes
C12 C1 C21 P2 -78.6(2) yes
C1 C21 P2 Ni1 55.34(16) yes
