#------------------------------------------------------------------------------
#$Date: 2016-03-23 01:32:23 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179145 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/06/4310669.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_4310669
loop_
_publ_author_name
'Fredy Speiser'
'Pierre Braunstein'
'Lucien Saussine'
'Richard Welter'
_publ_contact_author_address
;
Institut Le Bel, rue Blaise Pascal, 67000 STRASBOURG, FRANCE
;
_publ_contact_author_email       braunst@chimie.u-strasbg.fr
_publ_contact_author_fax         0390241322
_publ_contact_author_name
;
Pierre Braunstein
;
_publ_contact_author_phone       0390241308
_publ_section_title
;
 Nickel Complexes with New Bidentate P,N Phosphinitooxazoline and
 -Pyridine Ligands: Application for the Catalytic Oligomerization of
 Ethylene
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1649
_journal_page_last               1658
_journal_paper_doi               10.1021/ic035132i
_journal_volume                  43
_journal_year                    2004
_chemical_formula_moiety         'C42 H44 Cl4 N2 Ni2 O2 P2'
_chemical_formula_sum            'C42 H44 Cl4 N2 Ni2 O2 P2'
_chemical_formula_weight         929.95
_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_date             10-05-02
_audit_creation_method           SHELXL-97
_cell_angle_alpha                96.050(5)
_cell_angle_beta                 94.418(5)
_cell_angle_gamma                118.670(5)
_cell_formula_units_Z            1
_cell_length_a                   9.267(5)
_cell_length_b                   9.280(5)
_cell_length_c                   13.987(5)
_cell_measurement_reflns_used    10618
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      34.99
_cell_measurement_theta_min      2.54
_cell_volume                     1038.2(9)
_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 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'π scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0352
_diffrn_reflns_av_sigmaI/netI    0.1140
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            10618
_diffrn_reflns_theta_full        34.99
_diffrn_reflns_theta_max         34.99
_diffrn_reflns_theta_min         2.54
_exptl_absorpt_coefficient_mu    1.280
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            ochre
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.583
_refine_diff_density_min         -0.582
_refine_diff_density_rms         0.089
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         9028
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.1179
_refine_ls_R_factor_gt           0.0677
_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)+(0.0000P)²+0.1734P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0973
_refine_ls_wR_factor_ref         0.1109
_reflns_number_gt                6146
_reflns_number_total             9028
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic035132isi20030930_073553.cif
_cod_data_source_block           pbr52
_cod_original_sg_symbol_H-M      ' P -1'
_cod_database_code               4310669
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
Ni Ni 0.63694(3) 0.16777(3) 0.588705(19) 0.02121(7) Uani 1 1 d . . .
P P 0.65141(6) 0.22030(5) 0.75909(4) 0.01888(10) Uani 1 1 d . . .
Cl1 Cl 0.43464(7) -0.11345(5) 0.58617(4) 0.02867(12) Uani 1 1 d . . .
Cl2 Cl 0.89421(7) 0.19130(7) 0.58943(4) 0.03427(13) Uani 1 1 d . . .
O O 0.49268(16) 0.22375(16) 0.79633(10) 0.0254(3) Uani 1 1 d . . .
N N 0.6642(2) 0.39998(18) 0.59150(12) 0.0225(3) Uani 1 1 d . . .
C17 C 0.5420(2) 0.4250(2) 0.62218(15) 0.0228(4) Uani 1 1 d . . .
C1 C 0.6644(2) 0.0686(2) 0.82564(15) 0.0215(4) Uani 1 1 d . . .
C7 C 0.8232(2) 0.4173(2) 0.82363(15) 0.0218(4) Uani 1 1 d . . .
C13 C 0.3593(2) 0.2379(2) 0.74165(16) 0.0251(4) Uani 1 1 d . . .
C6 C 0.5368(3) -0.0324(2) 0.87375(18) 0.0313(5) Uani 1 1 d . . .
H6 H 0.4427 -0.0205 0.8742 0.038 Uiso 1 1 calc . . .
C8 C 0.8074(3) 0.4891(2) 0.91209(16) 0.0271(4) Uani 1 1 d . . .
H8 H 0.7088 0.4371 0.9380 0.033 Uiso 1 1 calc . . .
C9 C 0.9389(3) 0.6383(2) 0.96155(17) 0.0319(5) Uani 1 1 d . . .
H9 H 0.9288 0.6842 1.0214 0.038 Uiso 1 1 calc . . .
C20 C 0.8259(3) 0.6895(2) 0.58272(17) 0.0322(5) Uani 1 1 d . . .
H20 H 0.9228 0.7769 0.5687 0.039 Uiso 1 1 calc . . .
C18 C 0.5581(3) 0.5832(2) 0.63353(16) 0.0293(5) Uani 1 1 d . . .
H18 H 0.4728 0.5995 0.6535 0.035 Uiso 1 1 calc . . .
C14 C 0.2031(3) 0.0711(3) 0.7369(2) 0.0381(6) Uani 1 1 d . . .
H14A H 0.1865 0.0469 0.8015 0.057 Uiso 1 1 calc . . .
H14B H 0.2149 -0.0146 0.6997 0.057 Uiso 1 1 calc . . .
H14C H 0.1091 0.0756 0.7067 0.057 Uiso 1 1 calc . . .
C12 C 0.9696(3) 0.4980(2) 0.78524(16) 0.0298(5) Uani 1 1 d . . .
H12 H 0.9811 0.4512 0.7262 0.036 Uiso 1 1 calc . . .
C16 C 0.3856(2) 0.2733(2) 0.63804(16) 0.0241(4) Uani 1 1 d . . .
H16A H 0.3813 0.1767 0.6008 0.029 Uiso 1 1 calc . . .
H16B H 0.2916 0.2820 0.6100 0.029 Uiso 1 1 calc . . .
C2 C 0.8030(3) 0.0464(2) 0.82435(17) 0.0303(5) Uani 1 1 d . . .
H2 H 0.8887 0.1118 0.7913 0.036 Uiso 1 1 calc . . .
C10 C 1.0842(3) 0.7189(2) 0.92259(18) 0.0340(5) Uani 1 1 d . . .
H10 H 1.1711 0.8197 0.9555 0.041 Uiso 1 1 calc . . .
C15 C 0.3486(3) 0.3764(3) 0.80473(19) 0.0415(6) Uani 1 1 d . . .
H15A H 0.4479 0.4805 0.8059 0.062 Uiso 1 1 calc . . .
H15B H 0.3372 0.3522 0.8697 0.062 Uiso 1 1 calc . . .
H15C H 0.2540 0.3835 0.7782 0.062 Uiso 1 1 calc . . .
C21 C 0.8019(3) 0.5291(2) 0.57182(16) 0.0286(4) Uani 1 1 d . . .
H21 H 0.8845 0.5102 0.5500 0.034 Uiso 1 1 calc . . .
C19 C 0.7027(3) 0.7161(2) 0.61481(17) 0.0335(5) Uani 1 1 d . . .
H19 H 0.7163 0.8229 0.6239 0.040 Uiso 1 1 calc . . .
C4 C 0.6860(3) -0.1709(2) 0.92074(18) 0.0356(5) Uani 1 1 d . . .
H4 H 0.6935 -0.2502 0.9531 0.043 Uiso 1 1 calc . . .
C11 C 1.1002(3) 0.6495(3) 0.83465(19) 0.0372(6) Uani 1 1 d . . .
H11 H 1.1981 0.7036 0.8082 0.045 Uiso 1 1 calc . . .
C5 C 0.5487(3) -0.1514(3) 0.9213(2) 0.0379(6) Uani 1 1 d . . .
H5 H 0.4627 -0.2182 0.9536 0.046 Uiso 1 1 calc . . .
C3 C 0.8137(3) -0.0726(3) 0.87199(19) 0.0363(5) Uani 1 1 d . . .
H3 H 0.9066 -0.0863 0.8712 0.044 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'
Cl Cl 0.1484 0.1585 '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
N Ni Cl2 107.82(5) . . ?
N Ni P 85.37(5) . . ?
Cl2 Ni P 96.53(2) . . ?
N Ni Cl1 142.23(6) . . ?
Cl2 Ni Cl1 109.95(4) . . ?
P Ni Cl1 90.00(2) . . ?
N Ni Cl1 89.95(5) . 2_656 ?
Cl2 Ni Cl1 95.85(2) . 2_656 ?
P Ni Cl1 167.58(2) . 2_656 ?
Cl1 Ni Cl1 86.67(2) . 2_656 ?
O P C1 101.01(9) . . ?
O P C7 102.02(9) . . ?
C1 P C7 102.94(10) . . ?
O P Ni 115.39(6) . . ?
C1 P Ni 116.13(7) . . ?
C7 P Ni 117.04(7) . . ?
Ni Cl1 Ni 93.33(2) . 2_656 ?
C13 O P 129.09(13) . . ?
C21 N C17 119.40(16) . . ?
C21 N Ni 122.96(14) . . ?
C17 N Ni 117.42(12) . . ?
N C17 C18 120.64(18) . . ?
N C17 C16 117.08(15) . . ?
C18 C17 C16 122.19(18) . . ?
C6 C1 C2 118.81(19) . . ?
C6 C1 P 121.96(16) . . ?
C2 C1 P 119.15(15) . . ?
C12 C7 C8 119.16(17) . . ?
C12 C7 P 120.65(15) . . ?
C8 C7 P 120.19(15) . . ?
O C13 C14 105.46(17) . . ?
O C13 C15 104.29(18) . . ?
C14 C13 C15 111.02(19) . . ?
O C13 C16 115.07(16) . . ?
C14 C13 C16 108.84(18) . . ?
C15 C13 C16 111.96(17) . . ?
C1 C6 C5 120.3(2) . . ?
C9 C8 C7 120.1(2) . . ?
C10 C9 C8 120.5(2) . . ?
C19 C20 C21 118.28(19) . . ?
C19 C18 C17 119.3(2) . . ?
C7 C12 C11 120.4(2) . . ?
C17 C16 C13 119.28(17) . . ?
C3 C2 C1 120.4(2) . . ?
C11 C10 C9 119.82(19) . . ?
N C21 C20 122.6(2) . . ?
C20 C19 C18 119.77(18) . . ?
C5 C4 C3 119.9(2) . . ?
C10 C11 C12 120.0(2) . . ?
C4 C5 C6 120.5(2) . . ?
C4 C3 C2 120.0(2) . . ?
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
Ni N 2.0414(19) . ?
Ni Cl2 2.2866(14) . ?
Ni P 2.3619(10) . ?
Ni Cl1 2.3669(12) . ?
Ni Cl1 2.4180(10) 2_656 ?
P O 1.6111(16) . ?
P C1 1.812(2) . ?
P C7 1.824(2) . ?
Cl1 Ni 2.4179(10) 2_656 ?
O C13 1.470(2) . ?
N C21 1.340(3) . ?
N C17 1.352(3) . ?
C17 C18 1.392(3) . ?
C17 C16 1.513(3) . ?
C1 C6 1.386(3) . ?
C1 C2 1.396(3) . ?
C7 C12 1.383(3) . ?
C7 C8 1.394(3) . ?
C13 C14 1.520(3) . ?
C13 C15 1.529(3) . ?
C13 C16 1.532(3) . ?
C6 C5 1.390(3) . ?
C8 C9 1.389(3) . ?
C9 C10 1.379(3) . ?
C20 C19 1.375(3) . ?
C20 C21 1.385(3) . ?
C18 C19 1.386(3) . ?
C12 C11 1.398(3) . ?
C2 C3 1.386(3) . ?
C10 C11 1.379(3) . ?
C4 C5 1.369(3) . ?
C4 C3 1.385(3) . ?
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
N Ni P O 70.34(7) . . . . ?
Cl2 Ni P O 177.78(6) . . . . ?
Cl1 Ni P O -72.13(7) . . . . ?
Cl1 Ni P O 2.20(11) 2_656 . . . ?
N Ni P C1 -171.75(9) . . . . ?
Cl2 Ni P C1 -64.30(7) . . . . ?
Cl1 Ni P C1 45.78(8) . . . . ?
Cl1 Ni P C1 120.12(10) 2_656 . . . ?
N Ni P C7 -49.73(9) . . . . ?
Cl2 Ni P C7 57.72(8) . . . . ?
Cl1 Ni P C7 167.80(7) . . . . ?
Cl1 Ni P C7 -117.86(11) 2_656 . . . ?
N Ni Cl1 Ni 85.61(8) . . . 2_656 ?
Cl2 Ni Cl1 Ni -95.02(3) . . . 2_656 ?
P Ni Cl1 Ni 168.03(2) . . . 2_656 ?
Cl1 Ni Cl1 Ni 0.0 2_656 . . 2_656 ?
C1 P O C13 -141.91(15) . . . . ?
C7 P O C13 112.16(15) . . . . ?
Ni P O C13 -15.83(16) . . . . ?
Cl2 Ni N C21 15.28(18) . . . . ?
P Ni N C21 110.66(17) . . . . ?
Cl1 Ni N C21 -165.35(13) . . . . ?
Cl1 Ni N C21 -80.85(17) 2_656 . . . ?
Cl2 Ni N C17 -159.39(14) . . . . ?
P Ni N C17 -64.01(15) . . . . ?
Cl1 Ni N C17 20.0(2) . . . . ?
Cl1 Ni N C17 104.48(15) 2_656 . . . ?
C21 N C17 C18 -0.1(3) . . . . ?
Ni N C17 C18 174.77(16) . . . . ?
C21 N C17 C16 176.76(19) . . . . ?
Ni N C17 C16 -8.4(2) . . . . ?
O P C1 C6 12.62(19) . . . . ?
C7 P C1 C6 117.82(18) . . . . ?
Ni P C1 C6 -112.97(17) . . . . ?
O P C1 C2 -170.79(16) . . . . ?
C7 P C1 C2 -65.58(18) . . . . ?
Ni P C1 C2 63.63(17) . . . . ?
O P C7 C12 -152.41(17) . . . . ?
C1 P C7 C12 103.16(19) . . . . ?
Ni P C7 C12 -25.5(2) . . . . ?
O P C7 C8 26.91(18) . . . . ?
C1 P C7 C8 -77.52(18) . . . . ?
Ni P C7 C8 153.83(15) . . . . ?
P O C13 C14 112.49(18) . . . . ?
P O C13 C15 -130.48(16) . . . . ?
P O C13 C16 -7.4(2) . . . . ?
C2 C1 C6 C5 1.2(3) . . . . ?
P C1 C6 C5 177.77(18) . . . . ?
C12 C7 C8 C9 -1.2(3) . . . . ?
P C7 C8 C9 179.42(17) . . . . ?
C7 C8 C9 C10 1.7(3) . . . . ?
N C17 C18 C19 -1.2(3) . . . . ?
C16 C17 C18 C19 -177.9(2) . . . . ?
C8 C7 C12 C11 0.2(3) . . . . ?
P C7 C12 C11 179.50(18) . . . . ?
N C17 C16 C13 101.6(2) . . . . ?
C18 C17 C16 C13 -81.7(3) . . . . ?
O C13 C16 C17 -56.4(2) . . . . ?
C14 C13 C16 C17 -174.44(17) . . . . ?
C15 C13 C16 C17 62.5(2) . . . . ?
C6 C1 C2 C3 -1.2(3) . . . . ?
P C1 C2 C3 -177.90(18) . . . . ?
C8 C9 C10 C11 -1.1(4) . . . . ?
C17 N C21 C20 0.8(3) . . . . ?
Ni N C21 C20 -173.75(17) . . . . ?
C19 C20 C21 N -0.2(4) . . . . ?
C21 C20 C19 C18 -1.2(4) . . . . ?
C17 C18 C19 C20 1.9(4) . . . . ?
C9 C10 C11 C12 0.0(4) . . . . ?
C7 C12 C11 C10 0.5(4) . . . . ?
C3 C4 C5 C6 -0.5(4) . . . . ?
C1 C6 C5 C4 -0.3(4) . . . . ?
C5 C4 C3 C2 0.5(4) . . . . ?
C1 C2 C3 C4 0.4(4) . . . . ?
