#------------------------------------------------------------------------------
#$Date: 2020-08-06 16:03:46 +0300 (Thu, 06 Aug 2020) $
#$Revision: 254909 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/64/7126472.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_7126472
loop_
_publ_author_name
'Scheerder, Arthur R.'
'Lutz, Martin'
'Broere, Daniël L J'
_publ_section_title
;
 Unexpected reactivity of a PONNOP 'expanded pincer' ligand.
;
_journal_issue                   59
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              8198
_journal_page_last               8201
_journal_paper_doi               10.1039/d0cc02166k
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C16 H38 Cl2 Ni O2 P2'
_chemical_formula_sum            'C16 H38 Cl2 Ni O2 P2'
_chemical_formula_weight         454.01
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_block_doi                 10.5517/ccdc.csd.cc24tn7w
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-03-17 deposited with the CCDC.	2020-04-29 downloaded from the CCDC.
;
_cell_angle_alpha                111.818(4)
_cell_angle_beta                 100.304(3)
_cell_angle_gamma                97.698(3)
_cell_formula_units_Z            1
_cell_length_a                   7.8506(7)
_cell_length_b                   8.2050(5)
_cell_length_c                   9.6512(8)
_cell_measurement_reflns_used    6423
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.52
_cell_measurement_theta_min      2.32
_cell_volume                     554.00(8)
_computing_cell_refinement       Peakref
_computing_data_collection       Apex3
_computing_data_reduction        'Eval15, Twinabs'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'coordinates from Pd complex'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker Kappa ApexII'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0781
_diffrn_reflns_av_unetI/netI     0.0549
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            20918
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.505
_diffrn_reflns_theta_min         2.347
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    1.267
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5907
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   TWINABS-2012/1
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_description       plate
_exptl_crystal_F_000             242
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.342
_refine_diff_density_min         -0.608
_refine_diff_density_rms         0.124
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     112
_refine_ls_number_reflns         2558
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0801
_refine_ls_R_factor_gt           0.0536
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0553P)²+1.1977P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1247
_refine_ls_wR_factor_ref         0.1351
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1938
_reflns_number_total             2558
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc02166k2.cif
_cod_data_source_block           l1046a
_cod_depositor_comments
'Adding full bibliography for 7126471--7126473.cif.'
_cod_original_cell_volume        553.99(8)
_cod_database_code               7126472
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.000000 0.000000 0.000000 0.0180(2) Uani 1 2 d S . P . .
Cl1 Cl -0.01363(15) -0.15932(13) 0.13406(11) 0.0274(3) Uani 1 1 d . . . . .
P1 P 0.04342(13) -0.24008(13) -0.18671(11) 0.0174(2) Uani 1 1 d . . . . .
O1 O 0.1127(4) -0.2121(4) -0.3268(3) 0.0226(6) Uani 1 1 d . . . . .
C1 C -0.1691(5) -0.3931(5) -0.3044(4) 0.0217(8) Uani 1 1 d . . . . .
H1 H -0.147548 -0.478658 -0.401597 0.026 Uiso 1 1 calc R U . . .
C2 C -0.2942(6) -0.2815(6) -0.3484(5) 0.0279(9) Uani 1 1 d . . . . .
H2A H -0.402507 -0.362411 -0.423526 0.042 Uiso 1 1 calc R U . . .
H2B H -0.234871 -0.208267 -0.393540 0.042 Uiso 1 1 calc R U . . .
H2C H -0.324831 -0.202692 -0.256027 0.042 Uiso 1 1 calc R U . . .
C3 C -0.2536(6) -0.5041(6) -0.2285(5) 0.0285(10) Uani 1 1 d . . . . .
H3A H -0.270844 -0.423449 -0.130090 0.043 Uiso 1 1 calc R U . . .
H3B H -0.175776 -0.581768 -0.210105 0.043 Uiso 1 1 calc R U . . .
H3C H -0.368639 -0.578534 -0.296237 0.043 Uiso 1 1 calc R U . . .
C4 C 0.1846(6) -0.3770(5) -0.1277(4) 0.0210(8) Uani 1 1 d . . . . .
H4 H 0.119529 -0.436284 -0.072854 0.025 Uiso 1 1 calc R U . . .
C5 C 0.3598(6) -0.2588(6) -0.0135(5) 0.0283(9) Uani 1 1 d . . . . .
H5A H 0.428914 -0.333938 0.020764 0.042 Uiso 1 1 calc R U . . .
H5B H 0.334689 -0.167740 0.075730 0.042 Uiso 1 1 calc R U . . .
H5C H 0.427752 -0.199238 -0.063921 0.042 Uiso 1 1 calc R U . . .
C6 C 0.2177(6) -0.5265(6) -0.2659(5) 0.0271(9) Uani 1 1 d . . . . .
H6A H 0.289502 -0.472909 -0.317803 0.041 Uiso 1 1 calc R U . . .
H6B H 0.103902 -0.597826 -0.338032 0.041 Uiso 1 1 calc R U . . .
H6C H 0.280919 -0.604344 -0.230199 0.041 Uiso 1 1 calc R U . . .
C7 C 0.2780(6) -0.0890(6) -0.2976(5) 0.0273(9) Uani 1 1 d . . . . .
H7A H 0.377627 -0.150932 -0.295016 0.033 Uiso 1 1 calc R U . . .
H7B H 0.299689 0.013829 -0.196709 0.033 Uiso 1 1 calc R U . . .
C8 C 0.2657(7) -0.0228(6) -0.4242(5) 0.0346(11) Uani 1 1 d . . . . .
H8A H 0.239576 -0.125748 -0.523965 0.052 Uiso 1 1 calc R U . . .
H8B H 0.378807 0.056625 -0.408671 0.052 Uiso 1 1 calc R U . . .
H8C H 0.170777 0.043677 -0.422550 0.052 Uiso 1 1 calc R U . . .
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'
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'
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'
loop_
_citation_id
_citation_doi
_citation_year
1 10.26434/chemrxiv.12023352 2020
loop_
_diffrn_orient_matrix_type
_diffrn_orient_matrix_UB_11
_diffrn_orient_matrix_UB_12
_diffrn_orient_matrix_UB_13
_diffrn_orient_matrix_UB_21
_diffrn_orient_matrix_UB_22
_diffrn_orient_matrix_UB_23
_diffrn_orient_matrix_UB_31
_diffrn_orient_matrix_UB_32
_diffrn_orient_matrix_UB_33
'Nonius RMAT' -0.1262913 -0.0535334 -0.0601037 -0.0404825 0.0829427 0.0871744
0.0058039 0.0914616 -0.0453983
'Nonius RMAT' -0.1234087 -0.0629930 -0.0637760 -0.0489075 0.0774105 0.0838394
-0.0005985 0.0902776 -0.0466522
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
Cl1 Ni1 Cl1 180.00(3) . 2 ?
Cl1 Ni1 P1 92.33(4) . 2 ?
Cl1 Ni1 P1 87.67(4) 2 2 ?
Cl1 Ni1 P1 87.66(4) . . ?
Cl1 Ni1 P1 92.34(4) 2 . ?
P1 Ni1 P1 180.0 2 . ?
O1 P1 C1 96.64(16) . . ?
O1 P1 C4 105.05(17) . . ?
C1 P1 C4 106.59(18) . . ?
O1 P1 Ni1 118.34(11) . . ?
C1 P1 Ni1 110.41(13) . . ?
C4 P1 Ni1 117.36(12) . . ?
C7 O1 P1 121.1(2) . . ?
C3 C1 C2 111.2(3) . . ?
C3 C1 P1 114.3(3) . . ?
C2 C1 P1 108.0(3) . . ?
C3 C1 H1 107.7 . . ?
C2 C1 H1 107.7 . . ?
P1 C1 H1 107.7 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C6 C4 C5 111.2(3) . . ?
C6 C4 P1 112.2(3) . . ?
C5 C4 P1 111.2(3) . . ?
C6 C4 H4 107.3 . . ?
C5 C4 H4 107.3 . . ?
P1 C4 H4 107.3 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
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 . . ?
O1 C7 C8 108.5(4) . . ?
O1 C7 H7A 110.0 . . ?
C8 C7 H7A 110.0 . . ?
O1 C7 H7B 110.0 . . ?
C8 C7 H7B 110.0 . . ?
H7A C7 H7B 108.4 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
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 Cl1 2.1596(10) . ?
Ni1 Cl1 2.1596(10) 2 ?
Ni1 P1 2.2371(9) 2 ?
Ni1 P1 2.2371(9) . ?
P1 O1 1.624(3) . ?
P1 C1 1.831(4) . ?
P1 C4 1.843(4) . ?
O1 C7 1.446(5) . ?
C1 C3 1.521(6) . ?
C1 C2 1.537(6) . ?
C1 H1 1.0000 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C6 1.531(5) . ?
C4 C5 1.534(6) . ?
C4 H4 1.0000 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C8 1.504(6) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
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
C1 P1 O1 C7 176.1(3) . . . . ?
C4 P1 O1 C7 -74.7(3) . . . . ?
Ni1 P1 O1 C7 58.6(3) . . . . ?
O1 P1 C1 C3 160.5(3) . . . . ?
C4 P1 C1 C3 52.6(3) . . . . ?
Ni1 P1 C1 C3 -75.9(3) . . . . ?
O1 P1 C1 C2 -75.2(3) . . . . ?
C4 P1 C1 C2 176.9(3) . . . . ?
Ni1 P1 C1 C2 48.4(3) . . . . ?
O1 P1 C4 C6 -40.9(3) . . . . ?
C1 P1 C4 C6 60.9(3) . . . . ?
Ni1 P1 C4 C6 -174.8(2) . . . . ?
O1 P1 C4 C5 84.4(3) . . . . ?
C1 P1 C4 C5 -173.8(3) . . . . ?
Ni1 P1 C4 C5 -49.5(3) . . . . ?
P1 O1 C7 C8 -152.6(3) . . . . ?
