#------------------------------------------------------------------------------
#$Date: 2016-03-24 17:12:39 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179681 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/03/7000396.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_7000396
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 H26 N2 Ni O2 P2'
_chemical_formula_sum            'C28 H26 N2 Ni O2 P2'
_chemical_formula_weight         543.16
_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                90.000(7)
_cell_angle_beta                 112.010(9)
_cell_angle_gamma                90.000(5)
_cell_formula_units_Z            4
_cell_length_a                   15.5110(8)
_cell_length_b                   8.9890(12)
_cell_length_c                   19.733(3)
_cell_measurement_reflns_used    2183
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      29.131
_cell_measurement_theta_min      1.018
_cell_volume                     2550.8(6)
_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 0.984
_diffrn_measured_fraction_theta_max 0.984
_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  0.0253
_diffrn_reflns_av_sigmaI/netI    0.0675
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            5084
_diffrn_reflns_theta_full        29.11
_diffrn_reflns_theta_max         29.11
_diffrn_reflns_theta_min         2.83
_exptl_absorpt_coefficient_mu    0.915
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.414
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.453
_refine_diff_density_min         -0.697
_refine_diff_density_rms         0.165
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.139
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     159
_refine_ls_number_reflns         3377
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.139
_refine_ls_R_factor_all          0.0576
_refine_ls_R_factor_gt           0.0408
_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)+(0.0401P)²+0.7388P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1039
_refine_ls_wR_factor_ref         0.1110
_reflns_number_gt                2742
_reflns_number_total             3377
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b814284j.txt
_cod_data_source_block           Complex7
_cod_original_cell_volume        2550.8(5)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7000396
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.5000 0.41711(4) 0.2500 0.01995(12) Uani 1 2 d S . .
P1 P 0.49053(3) 0.27166(6) 0.16081(3) 0.02112(14) Uani 1 1 d . . .
O1 O 0.49245(10) 0.56877(15) 0.18159(8) 0.0265(3) Uani 1 1 d . . .
N1 N 0.46810(13) 0.39210(19) 0.09076(9) 0.0255(4) Uani 1 1 d . . .
C1 C 0.46838(17) 0.6548(2) 0.06237(12) 0.0351(5) Uani 1 1 d . . .
H1A H 0.4056 0.6970 0.0464 0.053 Uiso 1 1 calc . . .
H1B H 0.4797 0.6172 0.0198 0.053 Uiso 1 1 calc . . .
H1C H 0.5142 0.7320 0.0867 0.053 Uiso 1 1 calc . . .
C2 C 0.47698(14) 0.5298(2) 0.11466(11) 0.0246(4) Uani 1 1 d . . .
C4 C 0.67594(14) 0.1743(2) 0.22284(12) 0.0292(5) Uani 1 1 d . . .
H4 H 0.6798 0.2270 0.2656 0.035 Uiso 1 1 calc . . .
C5 C 0.75368(15) 0.1015(3) 0.22034(14) 0.0356(5) Uani 1 1 d . . .
H5 H 0.8105 0.1036 0.2616 0.043 Uiso 1 1 calc . . .
C6 C 0.74872(16) 0.0261(3) 0.15811(15) 0.0401(6) Uani 1 1 d . . .
H6 H 0.8022 -0.0230 0.1566 0.048 Uiso 1 1 calc . . .
C7 C 0.66626(17) 0.0218(3) 0.09803(14) 0.0404(6) Uani 1 1 d . . .
H7 H 0.6630 -0.0301 0.0552 0.048 Uiso 1 1 calc . . .
C8 C 0.58833(16) 0.0931(2) 0.10024(13) 0.0336(5) Uani 1 1 d . . .
H8 H 0.5316 0.0896 0.0589 0.040 Uiso 1 1 calc . . .
C3 C 0.59258(14) 0.1701(2) 0.16271(11) 0.0244(4) Uani 1 1 d . . .
C14 C 0.30827(14) 0.1748(2) 0.08897(11) 0.0280(5) Uani 1 1 d . . .
H14 H 0.2954 0.2730 0.0700 0.034 Uiso 1 1 calc . . .
C9 C 0.39925(13) 0.1338(2) 0.13192(11) 0.0237(4) Uani 1 1 d . . .
C10 C 0.41696(15) -0.0117(2) 0.15763(11) 0.0282(5) Uani 1 1 d . . .
H10 H 0.4789 -0.0420 0.1853 0.034 Uiso 1 1 calc . . .
C11 C 0.34491(17) -0.1124(3) 0.14312(13) 0.0360(5) Uani 1 1 d . . .
H11 H 0.3575 -0.2110 0.1616 0.043 Uiso 1 1 calc . . .
C12 C 0.25470(17) -0.0705(3) 0.10186(14) 0.0384(6) Uani 1 1 d . . .
H12 H 0.2052 -0.1395 0.0927 0.046 Uiso 1 1 calc . . .
C13 C 0.23657(16) 0.0722(3) 0.07392(13) 0.0359(5) Uani 1 1 d . . .
H13 H 0.1748 0.1002 0.0443 0.043 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'
N N 0.0061 0.0033 '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 87.75(9) 2_655 . ?
O1 Ni1 P1 83.52(5) 2_655 2_655 ?
O1 Ni1 P1 171.27(5) . 2_655 ?
O1 Ni1 P1 171.27(5) 2_655 . ?
O1 Ni1 P1 83.52(5) . . ?
P1 Ni1 P1 105.21(3) 2_655 . ?
N1 P1 C9 106.58(9) . . ?
N1 P1 C3 104.50(9) . . ?
C9 P1 C3 103.64(9) . . ?
N1 P1 Ni1 102.13(6) . . ?
C9 P1 Ni1 118.69(7) . . ?
C3 P1 Ni1 119.78(7) . . ?
C2 O1 Ni1 118.03(13) . . ?
C2 N1 P1 110.43(14) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 N1 125.02(18) . . ?
O1 C2 C1 115.67(19) . . ?
N1 C2 C1 119.31(19) . . ?
C5 C4 C3 119.9(2) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C6 C5 C4 120.2(2) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C5 C6 C7 120.2(2) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 H6 119.9 . . ?
C6 C7 C8 119.9(2) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C7 C8 C3 120.4(2) . . ?
C7 C8 H8 119.8 . . ?
C3 C8 H8 119.8 . . ?
C4 C3 C8 119.30(19) . . ?
C4 C3 P1 121.92(16) . . ?
C8 C3 P1 118.66(16) . . ?
C13 C14 C9 120.1(2) . . ?
C13 C14 H14 120.0 . . ?
C9 C14 H14 120.0 . . ?
C10 C9 C14 119.03(19) . . ?
C10 C9 P1 120.36(15) . . ?
C14 C9 P1 120.35(16) . . ?
C11 C10 C9 120.4(2) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C12 C11 C10 120.3(2) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C11 C12 C13 119.9(2) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C12 C13 C14 120.3(2) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
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 1.8911(14) 2_655 ?
Ni1 O1 1.8911(14) . ?
Ni1 P1 2.1527(6) 2_655 ?
Ni1 P1 2.1529(6) . ?
P1 N1 1.6862(18) . ?
P1 C9 1.805(2) . ?
P1 C3 1.816(2) . ?
O1 C2 1.299(2) . ?
N1 C2 1.313(3) . ?
C1 C2 1.497(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C4 C5 1.389(3) . ?
C4 C3 1.390(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.379(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.381(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.383(3) . ?
C7 H7 0.9500 . ?
C8 C3 1.393(3) . ?
C8 H8 0.9500 . ?
C14 C13 1.388(3) . ?
C14 C9 1.396(3) . ?
C14 H14 0.9500 . ?
C9 C10 1.393(3) . ?
C10 C11 1.382(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.382(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.383(3) . ?
C12 H12 0.9500 . ?
C13 H13 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 N1 -8.6(3) 2_655 . . . ?
O1 Ni1 P1 N1 -7.60(8) . . . . ?
P1 Ni1 P1 N1 172.27(7) 2_655 . . . ?
O1 Ni1 P1 C9 -125.4(3) 2_655 . . . ?
O1 Ni1 P1 C9 -124.37(9) . . . . ?
P1 Ni1 P1 C9 55.51(8) 2_655 . . . ?
O1 Ni1 P1 C3 106.1(3) 2_655 . . . ?
O1 Ni1 P1 C3 107.11(9) . . . . ?
P1 Ni1 P1 C3 -73.02(8) 2_655 . . . ?
O1 Ni1 O1 C2 -174.01(17) 2_655 . . . ?
P1 Ni1 O1 C2 -173.1(2) 2_655 . . . ?
P1 Ni1 O1 C2 6.14(14) . . . . ?
C9 P1 N1 C2 134.09(15) . . . . ?
C3 P1 N1 C2 -116.58(16) . . . . ?
Ni1 P1 N1 C2 8.90(15) . . . . ?
Ni1 O1 C2 N1 -1.6(3) . . . . ?
Ni1 O1 C2 C1 177.93(14) . . . . ?
P1 N1 C2 O1 -5.8(3) . . . . ?
P1 N1 C2 C1 174.66(16) . . . . ?
C3 C4 C5 C6 0.6(3) . . . . ?
C4 C5 C6 C7 -0.4(4) . . . . ?
C5 C6 C7 C8 -0.1(4) . . . . ?
C6 C7 C8 C3 0.3(4) . . . . ?
C5 C4 C3 C8 -0.4(3) . . . . ?
C5 C4 C3 P1 -176.47(17) . . . . ?
C7 C8 C3 C4 -0.1(3) . . . . ?
C7 C8 C3 P1 176.12(19) . . . . ?
N1 P1 C3 C4 118.33(18) . . . . ?
C9 P1 C3 C4 -130.21(18) . . . . ?
Ni1 P1 C3 C4 4.9(2) . . . . ?
N1 P1 C3 C8 -57.76(19) . . . . ?
C9 P1 C3 C8 53.71(19) . . . . ?
Ni1 P1 C3 C8 -171.21(14) . . . . ?
C13 C14 C9 C10 1.6(3) . . . . ?
C13 C14 C9 P1 -172.60(18) . . . . ?
N1 P1 C9 C10 149.07(17) . . . . ?
C3 P1 C9 C10 39.13(19) . . . . ?
Ni1 P1 C9 C10 -96.55(17) . . . . ?
N1 P1 C9 C14 -36.80(19) . . . . ?
C3 P1 C9 C14 -146.74(17) . . . . ?
Ni1 P1 C9 C14 77.58(18) . . . . ?
C14 C9 C10 C11 -2.4(3) . . . . ?
P1 C9 C10 C11 171.76(18) . . . . ?
C9 C10 C11 C12 1.1(4) . . . . ?
C10 C11 C12 C13 1.1(4) . . . . ?
C11 C12 C13 C14 -1.9(4) . . . . ?
C9 C14 C13 C12 0.6(4) . . . . ?
