#------------------------------------------------------------------------------
#$Date: 2016-03-24 17:12:39 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179681 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/03/7000394.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_7000394
loop_
_publ_author_name
'Agostinho, Magno'
'Rosa, Vitor'
'Avilés, Teresa'
'Welter, Richard'
'Braunstein, Pierre'
_publ_section_title
;
 Synthesis and characterization of Co and Ni complexes stabilized by
 keto- and acetamide-derived P,O-type phosphine ligands
;
_journal_issue                   5
_journal_name_full               'Dalton Transactions'
_journal_page_first              814
_journal_page_last               822
_journal_paper_doi               10.1039/b814284j
_journal_year                    2009
_chemical_formula_moiety         'C28 H40 Ni O2 P2'
_chemical_formula_sum            'C28 H40 Ni O2 P2'
_chemical_formula_weight         529.25
_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                63.3780(16)
_cell_angle_beta                 66.9910(16)
_cell_angle_gamma                80.8330(14)
_cell_formula_units_Z            1
_cell_length_a                   8.3590(2)
_cell_length_b                   10.0440(4)
_cell_length_c                   10.1440(3)
_cell_measurement_reflns_used    2557
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      30.034
_cell_measurement_theta_min      0.998
_cell_volume                     700.67(4)
_computing_cell_refinement       'Denzo (Nonius B.V., 1998)'
_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo (Nonius B.V., 1998)'
_computing_molecular_graphics    'PLATON 98 (Spek, 1998)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'φ 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  0.0303
_diffrn_reflns_av_sigmaI/netI    0.0761
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5962
_diffrn_reflns_theta_full        30.03
_diffrn_reflns_theta_max         30.03
_diffrn_reflns_theta_min         2.27
_exptl_absorpt_coefficient_mu    0.828
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             282
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.501
_refine_diff_density_min         -0.562
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     151
_refine_ls_number_reflns         4082
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.0821
_refine_ls_R_factor_gt           0.0418
_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)+(0.0450P)²+0.0238P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0933
_refine_ls_wR_factor_ref         0.1085
_reflns_number_gt                2681
_reflns_number_total             4082
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b814284j.txt
_cod_data_source_block           Complex5
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7000394
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.0000 1.0000 0.0000 0.02335(12) Uani 1 2 d S . .
P1 P -0.02122(7) 0.84764(5) -0.09484(6) 0.02410(14) Uani 1 1 d . . .
O1 O 0.10090(18) 0.84514(14) 0.12689(15) 0.0258(3) Uani 1 1 d . . .
C1 C 0.2146(3) 0.6039(2) 0.2191(2) 0.0254(4) Uani 1 1 d . . .
C2 C 0.1302(3) 0.7185(2) 0.1117(2) 0.0249(4) Uani 1 1 d . . .
C3 C 0.0848(3) 0.6940(2) 0.0100(2) 0.0270(5) Uani 1 1 d . . .
H3 H 0.1073 0.6043 -0.0035 0.032 Uiso 1 1 calc . . .
C4 C 0.0892(3) 0.9036(2) -0.3084(2) 0.0349(5) Uani 1 1 d . . .
H4 H 0.0183 0.9821 -0.3633 0.042 Uiso 1 1 calc . . .
C5 C -0.2430(3) 0.7864(2) -0.0416(3) 0.0357(5) Uani 1 1 d . . .
H5 H -0.2359 0.6929 -0.0554 0.043 Uiso 1 1 calc . . .
C6 C 0.2656(3) 0.9730(3) -0.3618(3) 0.0513(7) Uani 1 1 d . . .
H6A H 0.3319 0.9029 -0.2988 0.077 Uiso 1 1 calc . . .
H6B H 0.2489 1.0650 -0.3471 0.077 Uiso 1 1 calc . . .
H6C H 0.3295 0.9959 -0.4738 0.077 Uiso 1 1 calc . . .
C7 C 0.1053(4) 0.7755(3) -0.3539(3) 0.0573(7) Uani 1 1 d . . .
H7A H 0.1691 0.8099 -0.4679 0.086 Uiso 1 1 calc . . .
H7B H -0.0110 0.7400 -0.3267 0.086 Uiso 1 1 calc . . .
H7C H 0.1681 0.6940 -0.2963 0.086 Uiso 1 1 calc . . .
C8 C -0.3427(3) 0.7524(3) 0.1323(3) 0.0561(8) Uani 1 1 d . . .
H8A H -0.3408 0.8408 0.1492 0.084 Uiso 1 1 calc . . .
H8B H -0.2880 0.6697 0.1976 0.084 Uiso 1 1 calc . . .
H8C H -0.4633 0.7249 0.1619 0.084 Uiso 1 1 calc . . .
C9 C -0.3365(3) 0.9035(3) -0.1452(3) 0.0479(7) Uani 1 1 d . . .
H9A H -0.4569 0.8706 -0.1072 0.072 Uiso 1 1 calc . . .
H9B H -0.2770 0.9167 -0.2550 0.072 Uiso 1 1 calc . . .
H9C H -0.3355 0.9984 -0.1399 0.072 Uiso 1 1 calc . . .
C10 C 0.3206(3) 0.4969(2) 0.1783(3) 0.0379(6) Uani 1 1 d . . .
H10 H 0.3385 0.4944 0.0810 0.045 Uiso 1 1 calc . . .
C11 C 0.4013(4) 0.3931(3) 0.2788(3) 0.0504(7) Uani 1 1 d . . .
H11 H 0.4748 0.3208 0.2492 0.061 Uiso 1 1 calc . . .
C12 C 0.3747(4) 0.3948(3) 0.4207(3) 0.0463(7) Uani 1 1 d . . .
H12 H 0.4290 0.3234 0.4895 0.056 Uiso 1 1 calc . . .
C13 C 0.2698(3) 0.4998(3) 0.4623(3) 0.0411(6) Uani 1 1 d . . .
H13 H 0.2518 0.5009 0.5602 0.049 Uiso 1 1 calc . . .
C14 C 0.1892(3) 0.6046(2) 0.3629(2) 0.0341(5) Uani 1 1 d . . .
H14 H 0.1168 0.6770 0.3931 0.041 Uiso 1 1 calc . . .
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'
O O 0.0106 0.0060 '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'
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
O1 Ni1 O1 179.998(1) . 2_575 ?
O1 Ni1 P1 87.01(4) . . ?
O1 Ni1 P1 92.99(4) 2_575 . ?
O1 Ni1 P1 92.99(4) . 2_575 ?
O1 Ni1 P1 87.01(4) 2_575 2_575 ?
P1 Ni1 P1 180.0 . 2_575 ?
C3 P1 C4 109.82(10) . . ?
C3 P1 C5 107.90(9) . . ?
C4 P1 C5 106.95(10) . . ?
C3 P1 Ni1 97.94(7) . . ?
C4 P1 Ni1 117.52(8) . . ?
C5 P1 Ni1 115.99(8) . . ?
C2 O1 Ni1 119.39(12) . . ?
C10 C1 C14 118.72(18) . . ?
C10 C1 C2 121.47(18) . . ?
C14 C1 C2 119.81(19) . . ?
O1 C2 C3 123.04(17) . . ?
O1 C2 C1 113.96(17) . . ?
C3 C2 C1 122.99(18) . . ?
C2 C3 P1 112.44(15) . . ?
C2 C3 H3 123.8 . . ?
P1 C3 H3 123.8 . . ?
C7 C4 C6 111.9(2) . . ?
C7 C4 P1 112.66(15) . . ?
C6 C4 P1 108.85(15) . . ?
C7 C4 H4 107.7 . . ?
C6 C4 H4 107.7 . . ?
P1 C4 H4 107.7 . . ?
C8 C5 C9 110.7(2) . . ?
C8 C5 P1 107.99(14) . . ?
C9 C5 P1 112.08(14) . . ?
C8 C5 H5 108.7 . . ?
C9 C5 H5 108.7 . . ?
P1 C5 H5 108.7 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C5 C9 H9A 109.5 . . ?
C5 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C5 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C1 C10 C11 120.5(2) . . ?
C1 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C12 C11 C10 120.2(2) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C13 C12 C11 119.7(2) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C12 C13 C14 120.8(2) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 H13 119.6 . . ?
C13 C14 C1 120.1(2) . . ?
C13 C14 H14 120.0 . . ?
C1 C14 H14 120.0 . . ?
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 O1 1.8504(12) . ?
Ni1 O1 1.8505(12) 2_575 ?
Ni1 P1 2.1996(5) . ?
Ni1 P1 2.1996(5) 2_575 ?
P1 C3 1.7687(18) . ?
P1 C4 1.836(2) . ?
P1 C5 1.841(2) . ?
O1 C2 1.322(2) . ?
C1 C10 1.385(3) . ?
C1 C14 1.393(3) . ?
C1 C2 1.493(2) . ?
C2 C3 1.354(3) . ?
C3 H3 0.9500 . ?
C4 C7 1.521(4) . ?
C4 C6 1.523(3) . ?
C4 H4 1.0000 . ?
C5 C8 1.525(4) . ?
C5 C9 1.530(3) . ?
C5 H5 1.0000 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.393(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.376(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.369(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.390(3) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
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
O1 Ni1 P1 C3 -3.34(8) . . . . ?
O1 Ni1 P1 C3 176.66(8) 2_575 . . . ?
P1 Ni1 P1 C3 -148(8) 2_575 . . . ?
O1 Ni1 P1 C4 -120.65(9) . . . . ?
O1 Ni1 P1 C4 59.35(9) 2_575 . . . ?
P1 Ni1 P1 C4 95(8) 2_575 . . . ?
O1 Ni1 P1 C5 111.06(9) . . . . ?
O1 Ni1 P1 C5 -68.93(9) 2_575 . . . ?
P1 Ni1 P1 C5 -33(8) 2_575 . . . ?
O1 Ni1 O1 C2 153(4) 2_575 . . . ?
P1 Ni1 O1 C2 3.52(14) . . . . ?
P1 Ni1 O1 C2 -176.48(14) 2_575 . . . ?
Ni1 O1 C2 C3 -2.1(3) . . . . ?
Ni1 O1 C2 C1 179.07(11) . . . . ?
C10 C1 C2 O1 -151.5(2) . . . . ?
C14 C1 C2 O1 27.6(3) . . . . ?
C10 C1 C2 C3 29.7(3) . . . . ?
C14 C1 C2 C3 -151.2(2) . . . . ?
O1 C2 C3 P1 -1.3(3) . . . . ?
C1 C2 C3 P1 177.35(14) . . . . ?
C4 P1 C3 C2 126.37(16) . . . . ?
C5 P1 C3 C2 -117.39(17) . . . . ?
Ni1 P1 C3 C2 3.27(16) . . . . ?
C3 P1 C4 C7 54.6(2) . . . . ?
C5 P1 C4 C7 -62.20(19) . . . . ?
Ni1 P1 C4 C7 165.33(15) . . . . ?
C3 P1 C4 C6 -70.08(19) . . . . ?
C5 P1 C4 C6 173.09(16) . . . . ?
Ni1 P1 C4 C6 40.61(19) . . . . ?
C3 P1 C5 C8 66.83(19) . . . . ?
C4 P1 C5 C8 -175.07(17) . . . . ?
Ni1 P1 C5 C8 -41.77(19) . . . . ?
C3 P1 C5 C9 -170.99(17) . . . . ?
C4 P1 C5 C9 -52.9(2) . . . . ?
Ni1 P1 C5 C9 80.41(18) . . . . ?
C14 C1 C10 C11 -0.5(3) . . . . ?
C2 C1 C10 C11 178.55(19) . . . . ?
C1 C10 C11 C12 0.7(4) . . . . ?
C10 C11 C12 C13 -0.5(4) . . . . ?
C11 C12 C13 C14 0.1(4) . . . . ?
C12 C13 C14 C1 0.0(3) . . . . ?
C10 C1 C14 C13 0.1(3) . . . . ?
C2 C1 C14 C13 -178.93(18) . . . . ?
