#------------------------------------------------------------------------------
#$Date: 2016-03-21 08:38:44 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178609 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/20/4072045.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_4072045
loop_
_publ_author_name
'Castonguay, Annie'
'Beauchamp, André L.'
'Zargarian, Davit'
_publ_section_title
;
 Preparation and Reactivities of PCP-Type Pincer Complexes of Nickel.
 Impact of Different Ligand Skeletons and Phosphine Substituents
;
_journal_issue                   21
_journal_name_full               Organometallics
_journal_page_first              5723
_journal_paper_doi               10.1021/om8005454
_journal_volume                  27
_journal_year                    2008
_chemical_compound_source        'Synthesized by the authors. See text'
_chemical_formula_moiety         'C18 H40 Ni P2'
_chemical_formula_sum            'C18 H40 Ni P2'
_chemical_formula_weight         377.15
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 95.091(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.2542(6)
_cell_length_b                   13.7514(6)
_cell_length_c                   10.5561(4)
_cell_measurement_reflns_used    10755
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.73
_cell_measurement_theta_min      4.48
_cell_volume                     2060.99(15)
_computing_cell_refinement       'SMART (Bruker, 2003)'
_computing_data_collection       'SMART (Bruker, 2003)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  'UdMX (Maris, 2004)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker Smart 6000'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  'Montel 200 optics'
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.048
_diffrn_reflns_av_sigmaI/netI    0.0288
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            28019
_diffrn_reflns_theta_full        68.87
_diffrn_reflns_theta_max         68.87
_diffrn_reflns_theta_min         3.11
_diffrn_standards_decay_%        0.00
_diffrn_standards_number         94
_exptl_absorpt_coefficient_mu    2.749
_exptl_absorpt_correction_T_max  0.760
_exptl_absorpt_correction_T_min  0.650
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs (Sheldrick,1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.215
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.697
_refine_diff_density_min         -0.386
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3774
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.0468
_refine_ls_R_factor_gt           0.0395
_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)+(0.0796P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1019
_refine_ls_wR_factor_ref         0.1068
_reflns_number_gt                3187
_reflns_number_total             3774
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            om8005454_si_001.cif
_cod_data_source_block           cast31
_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.

'_atom_site_adp_type' value 'UaNi' changed to 'Uani'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (21
time).

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (22
times).

'_geom_angle_publ_flag' value 'Y' changed to 'y' according
to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary
named 'cif_core.dic' version 2.4.1 from 2010-06-29 (37
times).

'_geom_torsion_publ_flag' value 'Y' changed to 'y' according
to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary
named 'cif_core.dic' version 2.4.1 from 2010-06-29 (52 times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               4072045
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
Ni Ni 0.76229(2) 0.50933(2) 0.23445(3) 0.01747(13) Uani 1 1 d .
P1 P 0.72747(3) 0.44702(4) 0.41147(5) 0.01861(15) Uani 1 1 d .
P2 P 0.77629(3) 0.58723(4) 0.06184(5) 0.01879(15) Uani 1 1 d .
C1 C 0.64397(15) 0.53228(16) 0.4780(2) 0.0231(4) Uani 1 1 d .
H1A H 0.5909 0.4962 0.5103 0.028 Uiso 1 1 calc R
H1B H 0.6761 0.5703 0.5488 0.028 Uiso 1 1 calc R
C2 C 0.60855(15) 0.59926(15) 0.3692(2) 0.0233(5) Uani 1 1 d .
H2A H 0.5835 0.6598 0.4042 0.028 Uiso 1 1 calc R
H2B H 0.5567 0.5670 0.3165 0.028 Uiso 1 1 calc R
C3 C 0.68829(14) 0.62435(15) 0.2863(2) 0.0209(4) Uani 1 1 d .
H3 H 0.7341 0.6623 0.3441 0.025 Uiso 1 1 calc R
C4 C 0.65440(15) 0.69670(16) 0.1817(2) 0.0265(5) Uani 1 1 d .
H4A H 0.5949 0.6729 0.1366 0.032 Uiso 1 1 calc R
H4B H 0.6417 0.7604 0.2205 0.032 Uiso 1 1 calc R
C5 C 0.72855(15) 0.70919(15) 0.0868(2) 0.0255(5) Uani 1 1 d .
H5A H 0.7791 0.7537 0.1214 0.031 Uiso 1 1 calc R
H5B H 0.6996 0.7363 0.0056 0.031 Uiso 1 1 calc R
C6 C 0.82090(15) 0.43066(16) 0.5430(2) 0.0246(5) Uani 1 1 d .
H6 H 0.7898 0.4190 0.6229 0.030 Uiso 1 1 calc R
C7 C 0.66499(15) 0.32918(15) 0.3974(2) 0.0246(5) Uani 1 1 d .
H7 H 0.7080 0.2817 0.3603 0.030 Uiso 1 1 calc R
C8 C 0.89615(14) 0.60666(15) 0.0117(2) 0.0222(4) Uani 1 1 d .
H8 H 0.9198 0.5421 -0.0152 0.027 Uiso 1 1 calc R
C9 C 0.70859(15) 0.54157(17) -0.0842(2) 0.0270(5) Uani 1 1 d .
H9 H 0.7182 0.5876 -0.1552 0.032 Uiso 1 1 calc R
C10 C 0.85083(15) 0.40146(14) 0.19443(19) 0.0216(4) Uani 1 1 d .
H10A H 0.8586 0.4015 0.1031 0.032 Uiso 1 1 calc R
H10B H 0.8248 0.3389 0.2185 0.032 Uiso 1 1 calc R
H10C H 0.9122 0.4117 0.2422 0.032 Uiso 1 1 calc R
C61 C 0.87841(17) 0.52448(18) 0.5601(2) 0.0332(5) Uani 1 1 d .
H61A H 0.9269 0.5168 0.6313 0.050 Uiso 1 1 calc R
H61B H 0.8367 0.5785 0.5779 0.050 Uiso 1 1 calc R
H61C H 0.9085 0.5382 0.4821 0.050 Uiso 1 1 calc R
C62 C 0.88510(16) 0.34447(17) 0.5230(2) 0.0299(5) Uani 1 1 d .
H62A H 0.9204 0.3568 0.4490 0.045 Uiso 1 1 calc R
H62B H 0.8470 0.2856 0.5083 0.045 Uiso 1 1 calc R
H62C H 0.9293 0.3356 0.5987 0.045 Uiso 1 1 calc R
C71 C 0.57829(16) 0.34016(17) 0.3025(2) 0.0311(5) Uani 1 1 d .
H71A H 0.5516 0.2758 0.2817 0.047 Uiso 1 1 calc R
H71B H 0.5965 0.3713 0.2248 0.047 Uiso 1 1 calc R
H71C H 0.5312 0.3804 0.3400 0.047 Uiso 1 1 calc R
C72 C 0.63862(17) 0.28639(17) 0.5238(2) 0.0319(5) Uani 1 1 d .
H72A H 0.5999 0.3332 0.5659 0.048 Uiso 1 1 calc R
H72B H 0.6961 0.2726 0.5789 0.048 Uiso 1 1 calc R
H72C H 0.6031 0.2260 0.5073 0.048 Uiso 1 1 calc R
C81 C 0.90040(16) 0.67573(17) -0.1006(2) 0.0297(5) Uani 1 1 d .
H81A H 0.8804 0.7408 -0.0764 0.045 Uiso 1 1 calc R
H81B H 0.8584 0.6521 -0.1727 0.045 Uiso 1 1 calc R
H81C H 0.9651 0.6787 -0.1250 0.045 Uiso 1 1 calc R
C82 C 0.96199(15) 0.64065(17) 0.1255(2) 0.0304(5) Uani 1 1 d .
H82A H 1.0267 0.6436 0.1013 0.046 Uiso 1 1 calc R
H82B H 0.9588 0.5948 0.1961 0.046 Uiso 1 1 calc R
H82C H 0.9426 0.7053 0.1521 0.046 Uiso 1 1 calc R
C91 C 0.60339(17) 0.5378(2) -0.0668(2) 0.0396(6) Uani 1 1 d .
H91A H 0.5698 0.5071 -0.1414 0.059 Uiso 1 1 calc R
H91B H 0.5796 0.6040 -0.0573 0.059 Uiso 1 1 calc R
H91C H 0.5933 0.4998 0.0094 0.059 Uiso 1 1 calc R
C92 C 0.74253(18) 0.44138(19) -0.1213(2) 0.0361(6) Uani 1 1 d .
H92A H 0.7338 0.3951 -0.0527 0.054 Uiso 1 1 calc R
H92B H 0.8095 0.4447 -0.1355 0.054 Uiso 1 1 calc R
H92C H 0.7062 0.4199 -0.1994 0.054 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 0.0181 0.0091 '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 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 '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_publ_flag
C3 Ni C10 172.81(9) y
C3 Ni P2 85.91(6) y
C10 Ni P2 94.74(6) y
C3 Ni P1 84.80(6) y
C10 Ni P1 94.93(6) y
P2 Ni P1 170.05(3) y
C7 P1 C6 105.27(10) y
C7 P1 C1 105.31(10) y
C6 P1 C1 103.67(10) y
C7 P1 Ni 115.18(7) y
C6 P1 Ni 119.58(7) y
C1 P1 Ni 106.39(7) y
C5 P2 C8 105.78(10) y
C5 P2 C9 104.85(11) y
C8 P2 C9 103.67(10) y
C5 P2 Ni 105.75(7) y
C8 P2 Ni 118.30(7) y
C9 P2 Ni 117.24(7) y
C2 C1 P1 106.17(14) y
C2 C1 H1A 110.5 ?
P1 C1 H1A 110.5 ?
C2 C1 H1B 110.5 ?
P1 C1 H1B 110.5 ?
H1A C1 H1B 108.7 ?
C1 C2 C3 110.67(17) y
C1 C2 H2A 109.5 ?
C3 C2 H2A 109.5 ?
C1 C2 H2B 109.5 ?
C3 C2 H2B 109.5 ?
H2A C2 H2B 108.1 ?
C4 C3 C2 110.79(17) y
C4 C3 Ni 117.08(14) y
C2 C3 Ni 114.40(14) y
C4 C3 H3 104.3 ?
C2 C3 H3 104.3 ?
Ni C3 H3 104.3 ?
C5 C4 C3 110.68(17) y
C5 C4 H4A 109.5 ?
C3 C4 H4A 109.5 ?
C5 C4 H4B 109.5 ?
C3 C4 H4B 109.5 ?
H4A C4 H4B 108.1 ?
C4 C5 P2 106.12(14) y
C4 C5 H5A 110.5 ?
P2 C5 H5A 110.5 ?
C4 C5 H5B 110.5 ?
P2 C5 H5B 110.5 ?
H5A C5 H5B 108.7 ?
C62 C6 C61 110.49(18) y
C62 C6 P1 113.03(15) y
C61 C6 P1 109.16(15) y
C62 C6 H6 108 ?
C61 C6 H6 108 ?
P1 C6 H6 108 ?
C71 C7 C72 111.20(18) y
C71 C7 P1 108.79(15) y
C72 C7 P1 114.80(15) y
C71 C7 H7 107.2 ?
C72 C7 H7 107.2 ?
P1 C7 H7 107.2 ?
C81 C8 C82 110.88(18) y
C81 C8 P2 114.42(15) y
C82 C8 P2 109.65(15) y
C81 C8 H8 107.2 ?
C82 C8 H8 107.2 ?
P2 C8 H8 107.2 ?
C92 C9 C91 109.7(2) y
C92 C9 P2 111.49(15) y
C91 C9 P2 110.86(16) y
C92 C9 H9 108.2 ?
C91 C9 H9 108.2 ?
P2 C9 H9 108.2 ?
Ni C10 H10A 109.5 ?
Ni C10 H10B 109.5 ?
H10A C10 H10B 109.5 ?
Ni C10 H10C 109.5 ?
H10A C10 H10C 109.5 ?
H10B C10 H10C 109.5 ?
C6 C61 H61A 109.5 ?
C6 C61 H61B 109.5 ?
H61A C61 H61B 109.5 ?
C6 C61 H61C 109.5 ?
H61A C61 H61C 109.5 ?
H61B C61 H61C 109.5 ?
C6 C62 H62A 109.5 ?
C6 C62 H62B 109.5 ?
H62A C62 H62B 109.5 ?
C6 C62 H62C 109.5 ?
H62A C62 H62C 109.5 ?
H62B C62 H62C 109.5 ?
C7 C71 H71A 109.5 ?
C7 C71 H71B 109.5 ?
H71A C71 H71B 109.5 ?
C7 C71 H71C 109.5 ?
H71A C71 H71C 109.5 ?
H71B C71 H71C 109.5 ?
C7 C72 H72A 109.5 ?
C7 C72 H72B 109.5 ?
H72A C72 H72B 109.5 ?
C7 C72 H72C 109.5 ?
H72A C72 H72C 109.5 ?
H72B C72 H72C 109.5 ?
C8 C81 H81A 109.5 ?
C8 C81 H81B 109.5 ?
H81A C81 H81B 109.5 ?
C8 C81 H81C 109.5 ?
H81A C81 H81C 109.5 ?
H81B C81 H81C 109.5 ?
C8 C82 H82A 109.5 ?
C8 C82 H82B 109.5 ?
H82A C82 H82B 109.5 ?
C8 C82 H82C 109.5 ?
H82A C82 H82C 109.5 ?
H82B C82 H82C 109.5 ?
C9 C91 H91A 109.5 ?
C9 C91 H91B 109.5 ?
H91A C91 H91B 109.5 ?
C9 C91 H91C 109.5 ?
H91A C91 H91C 109.5 ?
H91B C91 H91C 109.5 ?
C9 C92 H92A 109.5 ?
C9 C92 H92B 109.5 ?
H92A C92 H92B 109.5 ?
C9 C92 H92C 109.5 ?
H92A C92 H92C 109.5 ?
H92B C92 H92C 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Ni C3 2.004(2) y
Ni C10 2.016(2) y
Ni P2 2.1381(6) y
Ni P1 2.1535(6) y
P1 C7 1.849(2) y
P1 C6 1.851(2) y
P1 C1 1.853(2) y
P2 C5 1.838(2) y
P2 C8 1.852(2) y
P2 C9 1.854(2) y
C1 C2 1.523(3) y
C1 H1a 0.99 ?
C1 H1b 0.99 ?
C2 C3 1.534(3) y
C2 H2a 0.99 ?
C2 H2b 0.99 ?
C3 C4 1.533(3) y
C3 H3 1 ?
C4 C5 1.529(3) y
C4 H4a 0.99 ?
C4 H4b 0.99 ?
C5 H5a 0.99 ?
C5 H5b 0.99 ?
C6 C62 1.524(3) y
C6 C61 1.531(3) y
C6 H6 1 ?
C7 C71 1.528(3) y
C7 C72 1.535(3) y
C7 H7 1 ?
C8 C81 1.524(3) y
C8 C82 1.531(3) y
C8 H8 1 ?
C9 C92 1.523(3) y
C9 C91 1.528(3) y
C9 H9 1 ?
C10 H10a 0.98 ?
C10 H10b 0.98 ?
C10 H10c 0.98 ?
C61 H61a 0.98 ?
C61 H61b 0.98 ?
C61 H61c 0.98 ?
C62 H62a 0.98 ?
C62 H62b 0.98 ?
C62 H62c 0.98 ?
C71 H71a 0.98 ?
C71 H71b 0.98 ?
C71 H71c 0.98 ?
C72 H72a 0.98 ?
C72 H72b 0.98 ?
C72 H72c 0.98 ?
C81 H81a 0.98 ?
C81 H81b 0.98 ?
C81 H81c 0.98 ?
C82 H82a 0.98 ?
C82 H82b 0.98 ?
C82 H82c 0.98 ?
C91 H91a 0.98 ?
C91 H91b 0.98 ?
C91 H91c 0.98 ?
C92 H92a 0.98 ?
C92 H92b 0.98 ?
C92 H92c 0.98 ?
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
C3 Ni P1 C7 123.0(1) y
C10 Ni P1 C7 -64.22(10) y
C3 Ni P1 C6 -110.03(10) y
C10 Ni P1 C6 62.75(11) y
C3 Ni P1 C1 6.73(9) y
C10 Ni P1 C1 179.52(9) y
C3 Ni P2 C5 8.03(10) y
C10 Ni P2 C5 -164.79(10) y
C3 Ni P2 C8 126.24(10) y
C10 Ni P2 C8 -46.57(10) y
C3 Ni P2 C9 -108.37(10) y
C10 Ni P2 C9 78.82(10) y
C7 P1 C1 C2 -107.01(15) y
C6 P1 C1 C2 142.65(14) y
Ni P1 C1 C2 15.70(15) y
P1 C1 C2 C3 -38.3(2) y
C1 C2 C3 C4 -176.52(17) y
C1 C2 C3 Ni 48.5(2) y
P2 Ni C3 C4 14.53(15) y
P1 Ni C3 C4 -161.90(16) y
P2 Ni C3 C2 146.56(15) y
P1 Ni C3 C2 -29.87(14) y
C2 C3 C4 C5 -170.99(18) y
Ni C3 C4 C5 -37.3(2) y
C3 C4 C5 P2 40.4(2) y
C8 P2 C5 C4 -154.83(15) y
C9 P2 C5 C4 95.96(16) y
Ni P2 C5 C4 -28.56(16) y
C7 P1 C6 C62 55.33(18) y
C1 P1 C6 C62 165.70(16) y
Ni P1 C6 C62 -76.13(17) y
C7 P1 C6 C61 178.72(15) y
C1 P1 C6 C61 -70.90(17) y
Ni P1 C6 C61 47.27(17) y
C6 P1 C7 C71 172.62(15) y
C1 P1 C7 C71 63.42(17) y
Ni P1 C7 C71 -53.46(16) y
C6 P1 C7 C72 47.30(18) y
C1 P1 C7 C72 -61.89(18) y
Ni P1 C7 C72 -178.77(14) y
C5 P2 C8 C81 -52.87(18) y
C9 P2 C8 C81 57.17(18) y
Ni P2 C8 C81 -171.07(13) y
C5 P2 C8 C82 72.43(16) y
C9 P2 C8 C82 -177.53(15) y
Ni P2 C8 C82 -45.77(17) y
C5 P2 C9 C92 177.85(16) y
C8 P2 C9 C92 67.11(18) y
Ni P2 C9 C92 -65.27(18) y
C5 P2 C9 C91 -59.60(19) y
C8 P2 C9 C91 -170.34(17) y
Ni P2 C9 C91 57.29(19) y
