#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/75/4327575.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_4327575
loop_
_publ_author_name
'Joel T. Mague'
'Jamin L. Krinsky'
_publ_section_title
;
 Synthetic and Structural Studies of the Coordination Behavior of
 2-Pyridylbis(diphenylphosphino)methane
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1962
_journal_page_last               1971
_journal_paper_doi               10.1021/ic001266+
_journal_volume                  40
_journal_year                    2001
_chemical_formula_moiety         '((C6 H5)2 P (O) (C H2 C5 H4 N))2 Cl2 Ni '
_chemical_formula_sum            'C18 H16 Cl N Ni0.5 O P'
_chemical_formula_weight         358.09
_chemical_name_systematic
; 
 trans-Dichlorobis(2-pyridylmethyldiphenylphosphoryl)nickel(II)
;
_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                 104.302(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.3775(16)
_cell_length_b                   14.5589(15)
_cell_length_c                   12.5100(15)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      20.75
_cell_measurement_theta_min      13.84
_cell_volume                     1655.0(4)
_computing_cell_refinement       'CAD-4 Software (Enraf-Nonius, 1989)'
_computing_data_collection       'CAD-4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1987)'
_computing_molecular_graphics    'SHELXTL (Bruker AXS, 1997)'
_computing_publication_material  'SHELXTL (Bruker AXS, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4'
_diffrn_measurement_method       'θ/2θ 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  0.0435
_diffrn_reflns_av_sigmaI/netI    0.1004
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3129
_diffrn_reflns_theta_full        25.08
_diffrn_reflns_theta_max         25.08
_diffrn_reflns_theta_min         2.19
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  120
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.880
_exptl_absorpt_correction_T_max  0.6874
_exptl_absorpt_correction_T_min  0.6233
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'ψ scan (North et al., 1968)'
_exptl_crystal_colour            'Lime Green'
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_description       Plate
_exptl_crystal_F_000             740
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.354
_refine_diff_density_min         -0.638
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     205
_refine_ls_number_reflns         2940
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.998
_refine_ls_R_factor_all          0.1251
_refine_ls_R_factor_gt           0.0366
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0344P)²+0.8998P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0783
_refine_ls_wR_factor_ref         0.0988
_reflns_number_gt                1736
_reflns_number_total             2940
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0012662B_09.cif
_cod_data_source_block           13
_cod_original_formula_sum        'C18 H16 Cl N Ni0.50 O P'
_cod_database_code               4327575
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 0.5000 0.0000 0.0000 0.02956(18) Uani 1 2 d S
Cl Cl 0.47335(11) 0.14714(7) -0.10428(8) 0.0426(3) Uani 1 1 d .
P P 0.32303(11) 0.10819(6) 0.14496(8) 0.0308(2) Uani 1 1 d .
O O 0.3259(3) 0.03216(16) 0.0654(2) 0.0337(6) Uani 1 1 d .
N N 0.6453(3) 0.0628(2) 0.1391(2) 0.0316(7) Uani 1 1 d .
C1 C 0.3252(4) 0.0631(3) 0.2799(3) 0.0334(9) Uani 1 1 d .
C2 C 0.2951(5) 0.1164(3) 0.3620(3) 0.0485(11) Uani 1 1 d .
H2 H 0.2801 0.1793 0.3514 0.058 Uiso 1 1 calc R
C3 C 0.2871(5) 0.0761(4) 0.4610(4) 0.0612(13) Uani 1 1 d .
H3 H 0.2646 0.1117 0.5163 0.073 Uiso 1 1 calc R
C4 C 0.3126(5) -0.0162(4) 0.4771(4) 0.0634(14) Uani 1 1 d .
H4 H 0.3066 -0.0431 0.5433 0.076 Uiso 1 1 calc R
C5 C 0.3466(5) -0.0688(3) 0.3965(4) 0.0609(13) Uani 1 1 d .
H5 H 0.3663 -0.1311 0.4088 0.073 Uiso 1 1 calc R
C6 C 0.3518(5) -0.0303(3) 0.2970(4) 0.0455(10) Uani 1 1 d .
H6 H 0.3731 -0.0665 0.2417 0.055 Uiso 1 1 calc R
C7 C 0.1542(4) 0.1713(2) 0.1028(3) 0.0327(9) Uani 1 1 d .
C8 C 0.1268(5) 0.2550(3) 0.1469(3) 0.0456(10) Uani 1 1 d .
H8 H 0.2027 0.2861 0.1952 0.055 Uiso 1 1 calc R
C9 C -0.0124(5) 0.2919(3) 0.1192(4) 0.0527(12) Uani 1 1 d .
H9 H -0.0308 0.3479 0.1489 0.063 Uiso 1 1 calc R
C10 C -0.1248(5) 0.2458(3) 0.0476(3) 0.0492(11) Uani 1 1 d .
H10 H -0.2192 0.2705 0.0301 0.059 Uiso 1 1 calc R
C11 C -0.0992(4) 0.1645(3) 0.0021(3) 0.0471(11) Uani 1 1 d .
H11 H -0.1752 0.1340 -0.0468 0.056 Uiso 1 1 calc R
C12 C 0.0398(4) 0.1278(3) 0.0290(3) 0.0386(9) Uani 1 1 d .
H12 H 0.0576 0.0727 -0.0029 0.046 Uiso 1 1 calc R
C13 C 0.4740(4) 0.1865(2) 0.1578(3) 0.0331(9) Uani 1 1 d .
H13A H 0.4659 0.2169 0.0876 0.040 Uiso 1 1 calc R
H13B H 0.4679 0.2331 0.2118 0.040 Uiso 1 1 calc R
C14 C 0.6218(4) 0.1395(2) 0.1922(3) 0.0307(8) Uani 1 1 d .
C15 C 0.7295(4) 0.1765(3) 0.2782(3) 0.0427(10) Uani 1 1 d .
H15 H 0.7106 0.2290 0.3148 0.051 Uiso 1 1 calc R
C16 C 0.8642(5) 0.1344(3) 0.3081(3) 0.0494(11) Uani 1 1 d .
H16 H 0.9389 0.1594 0.3636 0.059 Uiso 1 1 calc R
C17 C 0.8881(4) 0.0554(3) 0.2560(3) 0.0442(10) Uani 1 1 d .
H17 H 0.9782 0.0252 0.2762 0.053 Uiso 1 1 calc R
C18 C 0.7758(4) 0.0219(3) 0.1730(3) 0.0386(9) Uani 1 1 d .
H18 H 0.7916 -0.0324 0.1386 0.046 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 0.0033 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
O Ni O 180.00(11) 3_655 . ?
O Ni N 90.69(10) 3_655 . ?
O Ni N 89.31(10) . . y
O Ni N 89.31(10) 3_655 3_655 ?
O Ni N 90.69(10) . 3_655 ?
N Ni N 180.00(18) . 3_655 ?
O Ni Cl 91.47(7) 3_655 3_655 ?
O Ni Cl 88.53(7) . 3_655 ?
N Ni Cl 88.87(8) . 3_655 ?
N Ni Cl 91.13(8) 3_655 3_655 ?
O Ni Cl 88.53(7) 3_655 . ?
O Ni Cl 91.47(7) . . y
N Ni Cl 91.13(8) . . y
N Ni Cl 88.87(8) 3_655 . ?
Cl Ni Cl 180.00(5) 3_655 . ?
O P C7 110.07(16) . . ?
O P C13 112.76(15) . . ?
C7 P C13 108.71(17) . . ?
O P C1 110.82(16) . . ?
C7 P C1 105.46(17) . . ?
C13 P C1 108.73(16) . . ?
P O Ni 125.57(14) . . ?
C18 N C14 117.6(3) . . ?
C18 N Ni 114.8(2) . . ?
C14 N Ni 127.5(2) . . ?
C2 C1 C6 120.1(4) . . ?
C2 C1 P 122.5(3) . . ?
C6 C1 P 117.4(3) . . ?
C1 C2 C3 119.6(4) . . ?
C4 C3 C2 120.0(4) . . ?
C5 C4 C3 120.3(4) . . ?
C4 C5 C6 120.4(4) . . ?
C5 C6 C1 119.6(4) . . ?
C12 C7 C8 118.5(4) . . ?
C12 C7 P 116.4(3) . . ?
C8 C7 P 124.7(3) . . ?
C9 C8 C7 120.1(4) . . ?
C8 C9 C10 120.0(4) . . ?
C11 C10 C9 120.7(4) . . ?
C10 C11 C12 119.4(4) . . ?
C11 C12 C7 121.3(4) . . ?
C14 C13 P 112.7(2) . . ?
N C14 C15 121.8(3) . . ?
N C14 C13 119.1(3) . . ?
C15 C14 C13 119.1(3) . . ?
C16 C15 C14 118.9(4) . . ?
C17 C16 C15 119.7(4) . . ?
C16 C17 C18 118.3(4) . . ?
N C18 C17 123.7(4) . . ?
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 O 2.053(2) 3_655 ?
Ni O 2.053(2) . y
Ni N 2.133(3) . y
Ni N 2.133(3) 3_655 ?
Ni Cl 2.4884(10) 3_655 ?
Ni Cl 2.4884(10) . y
P O 1.494(2) . ?
P C7 1.793(4) . ?
P C13 1.793(4) . ?
P C1 1.807(4) . ?
N C18 1.332(4) . ?
N C14 1.345(5) . ?
C1 C2 1.371(5) . ?
C1 C6 1.389(5) . ?
C2 C3 1.390(6) . ?
C3 C4 1.371(7) . ?
C4 C5 1.365(6) . ?
C5 C6 1.377(6) . ?
C7 C12 1.383(5) . ?
C7 C8 1.388(5) . ?
C8 C9 1.375(6) . ?
C9 C10 1.377(6) . ?
C10 C11 1.360(6) . ?
C11 C12 1.371(5) . ?
C13 C14 1.510(5) . ?
C14 C15 1.390(5) . ?
C15 C16 1.370(5) . ?
C16 C17 1.367(6) . ?
C17 C18 1.373(5) . ?
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
Ni O P C13 12.5(2)
O P C13 C14 -57.1(3)
P C13 C14 N 48.2(4)
C13 C14 N Ni 4.2(5)
C14 N Ni O -38.3(3)
N Ni O P 24.25(18)
