#------------------------------------------------------------------------------
#$Date: 2016-02-04 23:59:35 +0200 (Thu, 04 Feb 2016) $
#$Revision: 175921 $
#$URL: svn://www.crystallography.net/cod/cif/1/54/04/1540464.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_1540464
loop_
_publ_author_name
'Ramakrishnan, Srinivasan'
'Chakraborty, Sumit'
'Brennessel, William W.'
'Chidsey, Christopher E. D.'
'Jones, William D.'
_publ_section_title
;
 Rapid oxidative hydrogen evolution from a family of square-planar nickel
 hydride complexes
;
_journal_issue                   1
_journal_name_full               'Chem. Sci.'
_journal_page_first              117
_journal_paper_doi               10.1039/C5SC03189C
_journal_volume                  7
_journal_year                    2016
_chemical_formula_moiety         'C25 H44 N Ni O2 P2, B F4'
_chemical_formula_sum            'C25 H44 B F4 N Ni O2 P2'
_chemical_formula_weight         598.07
_chemical_name_common            jonsc15
_chemical_name_systematic
; 
  [(4-Me-t-BuPOCOP)Ni-NCMe]+ [BF4]-
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_Hall           '-P 2yb'
_space_group_name_H-M_alt        'P 1 21/m 1'
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2015-08-13 deposited with the CCDC.
2015-10-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.552(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.6473(9)
_cell_length_b                   12.5571(15)
_cell_length_c                   15.1719(18)
_cell_measurement_reflns_used    4025
_cell_measurement_temperature    100.0(5)
_cell_measurement_theta_max      38.14
_cell_measurement_theta_min      3.04
_cell_volume                     1455.5(3)
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_collection       'APEX2 (Bruker, 2013)'
_computing_data_reduction        'SAINT (Bruker, 2013)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SIR2011 (Burla et al., 2012)'
_diffrn_ambient_temperature      100.0(5)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_device_type  'Bruker SMART APEX II CCD platform'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0539
_diffrn_reflns_av_unetI/netI     0.0463
_diffrn_reflns_laue_measured_fraction_full 0.984
_diffrn_reflns_laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            38303
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        37.785
_diffrn_reflns_theta_max         38.687
_diffrn_reflns_theta_min         2.106
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.825
_exptl_absorpt_correction_T_max  0.7476
_exptl_absorpt_correction_T_min  0.6658
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2012)'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: CH3CN'
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.635
_refine_diff_density_min         -0.409
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     186
_refine_ls_number_reflns         8221
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0588
_refine_ls_R_factor_gt           0.0389
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0377P)²+0.2588P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0817
_refine_ls_wR_factor_ref         0.0896
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6335
_reflns_number_total             8221
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5sc03189c2.cif
_cod_data_source_block           4c
_cod_depositor_comments
'Adding full bibliography for 1540459--1540464.cif.'
_cod_database_code               1540464
_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. 
;
_shelx_estimated_absorpt_t_min   0.839
_shelx_estimated_absorpt_t_max   0.908
_shelxl_version_number           2014-1
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, 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 0.07338(2) 0.7500 0.24268(2) 0.01018(4) Uani 1 2 d S T P . .
P1 P 0.09949(3) 0.57708(2) 0.22705(2) 0.01099(5) Uani 1 1 d . . . . .
O1 O 0.24525(10) 0.56030(6) 0.15100(5) 0.01334(13) Uani 1 1 d . . . . .
N1 N -0.08836(17) 0.7500 0.33265(9) 0.0141(2) Uani 1 2 d S T P . .
C1 C 0.23645(18) 0.7500 0.15301(9) 0.0115(2) Uani 1 2 d S T P . .
C2 C 0.29859(13) 0.65606(8) 0.11595(7) 0.01177(16) Uani 1 1 d . . . . .
C3 C 0.40944(13) 0.65411(8) 0.04587(7) 0.01348(17) Uani 1 1 d . . . . .
H3 H 0.4475 0.5881 0.0228 0.016 Uiso 1 1 calc R U . . .
C4 C 0.46442(19) 0.7500 0.00960(9) 0.0139(2) Uani 1 2 d S T P . .
C5 C -0.09424(13) 0.51104(8) 0.17314(7) 0.01471(17) Uani 1 1 d . . . . .
C6 C -0.12968(16) 0.57471(9) 0.08716(8) 0.0201(2) Uani 1 1 d . . . . .
H6A H -0.2280 0.5425 0.0531 0.030 Uiso 1 1 calc R U . . .
H6B H -0.0251 0.5735 0.0521 0.030 Uiso 1 1 calc R U . . .
H6C H -0.1585 0.6485 0.1016 0.030 Uiso 1 1 calc R U . . .
C7 C -0.25426(16) 0.52101(11) 0.22981(9) 0.0254(2) Uani 1 1 d . . . . .
H7A H -0.3584 0.4953 0.1963 0.038 Uiso 1 1 calc R U . . .
H7B H -0.2708 0.5958 0.2459 0.038 Uiso 1 1 calc R U . . .
H7C H -0.2359 0.4783 0.2835 0.038 Uiso 1 1 calc R U . . .
C8 C -0.06144(16) 0.39376(9) 0.15139(8) 0.0204(2) Uani 1 1 d . . . . .
H8A H -0.1547 0.3679 0.1104 0.031 Uiso 1 1 calc R U . . .
H8B H -0.0604 0.3516 0.2058 0.031 Uiso 1 1 calc R U . . .
H8C H 0.0517 0.3868 0.1241 0.031 Uiso 1 1 calc R U . . .
C9 C 0.20622(14) 0.50552(8) 0.32138(7) 0.01484(17) Uani 1 1 d . . . . .
C10 C 0.35541(15) 0.57982(9) 0.35410(8) 0.0198(2) Uani 1 1 d . . . . .
H10A H 0.4261 0.5442 0.4008 0.030 Uiso 1 1 calc R U . . .
H10B H 0.3058 0.6455 0.3774 0.030 Uiso 1 1 calc R U . . .
H10C H 0.4293 0.5971 0.3049 0.030 Uiso 1 1 calc R U . . .
C11 C 0.07819(17) 0.49112(11) 0.39527(8) 0.0250(2) Uani 1 1 d . . . . .
H11A H 0.1416 0.4647 0.4484 0.037 Uiso 1 1 calc R U . . .
H11B H -0.0126 0.4398 0.3766 0.037 Uiso 1 1 calc R U . . .
H11C H 0.0236 0.5597 0.4081 0.037 Uiso 1 1 calc R U . . .
C12 C 0.28290(17) 0.39779(9) 0.29496(8) 0.0215(2) Uani 1 1 d . . . . .
H12A H 0.3582 0.3702 0.3437 0.032 Uiso 1 1 calc R U . . .
H12B H 0.3520 0.4070 0.2426 0.032 Uiso 1 1 calc R U . . .
H12C H 0.1875 0.3474 0.2817 0.032 Uiso 1 1 calc R U . . .
C13 C 0.5783(2) 0.7500 -0.06883(11) 0.0218(3) Uani 1 2 d S T P . .
H13A H 0.6163 0.8229 -0.0808 0.033 Uiso 0.5 1 calc R U P . .
H13B H 0.5117 0.7221 -0.1205 0.033 Uiso 0.5 1 calc R U P . .
H13C H 0.6811 0.7050 -0.0562 0.033 Uiso 0.5 1 calc R U P . .
C14 C -0.1772(2) 0.7500 0.39134(10) 0.0147(2) Uani 1 2 d S T P . .
C15 C -0.2874(2) 0.7500 0.46694(11) 0.0197(3) Uani 1 2 d S T P . .
H15A H -0.3735 0.6924 0.4606 0.030 Uiso 0.5 1 calc R U P A -1
H15B H -0.3483 0.8185 0.4702 0.030 Uiso 0.5 1 calc R U P A -1
H15C H -0.2147 0.7391 0.5210 0.030 Uiso 0.5 1 calc R U P A -1
B1 B 0.2519(3) 0.7500 0.57898(13) 0.0218(3) Uani 1 2 d S T P . .
F1 F 0.12096(16) 0.7500 0.51241(9) 0.0349(3) Uani 1 2 d S T P . .
F2 F 0.1771(2) 0.7500 0.66006(9) 0.0432(3) Uani 1 2 d S T P . .
F3 F 0.35350(14) 0.65956(9) 0.57056(7) 0.0506(3) Uani 1 1 d . . . . .
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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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
N1 Ni1 C1 179.69(6) . .
N1 Ni1 P1 98.295(8) . 4_575
C1 Ni1 P1 81.707(8) . 4_575
N1 Ni1 P1 98.294(8) . .
C1 Ni1 P1 81.708(8) . .
P1 Ni1 P1 163.401(16) 4_575 .
O1 P1 C9 100.96(4) . .
O1 P1 C5 100.68(4) . .
C9 P1 C5 116.12(5) . .
O1 P1 Ni1 105.60(3) . .
C9 P1 Ni1 115.88(4) . .
C5 P1 Ni1 114.53(4) . .
C2 O1 P1 112.15(6) . .
C14 N1 Ni1 175.39(13) . .
C2 C1 C2 114.96(12) 4_575 .
C2 C1 Ni1 122.49(6) 4_575 .
C2 C1 Ni1 122.49(6) . .
O1 C2 C3 118.64(8) . .
O1 C2 C1 117.84(9) . .
C3 C2 C1 123.52(9) . .
C2 C3 C4 119.41(10) . .
C2 C3 H3 120.3 . .
C4 C3 H3 120.3 . .
C3 C4 C3 119.15(13) . 4_575
C3 C4 C13 120.42(7) . .
C3 C4 C13 120.42(7) 4_575 .
C7 C5 C8 110.00(9) . .
C7 C5 C6 108.50(10) . .
C8 C5 C6 109.88(9) . .
C7 C5 P1 110.98(8) . .
C8 C5 P1 112.91(8) . .
C6 C5 P1 104.34(7) . .
C5 C6 H6A 109.5 . .
C5 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
C5 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
C5 C7 H7A 109.5 . .
C5 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C5 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C5 C8 H8A 109.5 . .
C5 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C5 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C11 C9 C12 110.56(10) . .
C11 C9 C10 108.93(10) . .
C12 C9 C10 109.40(9) . .
C11 C9 P1 110.45(8) . .
C12 C9 P1 112.77(8) . .
C10 C9 P1 104.51(7) . .
C9 C10 H10A 109.5 . .
C9 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C9 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C9 C11 H11A 109.5 . .
C9 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C9 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C9 C12 H12A 109.5 . .
C9 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C9 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C4 C13 H13A 109.5 . .
C4 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C4 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
N1 C14 C15 178.98(16) . .
C14 C15 H15A 109.5 . .
C14 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C14 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
F2 B1 F3 109.81(11) . 4_575
F2 B1 F3 109.81(11) . .
F3 B1 F3 110.15(17) 4_575 .
F2 B1 F1 109.51(16) . .
F3 B1 F1 108.77(10) 4_575 .
F3 B1 F1 108.77(10) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 N1 1.8824(13) .
Ni1 C1 1.8861(14) .
Ni1 P1 2.1943(4) 4_575
Ni1 P1 2.1943(4) .
P1 O1 1.6531(8) .
P1 C9 1.8487(11) .
P1 C5 1.8557(11) .
O1 C2 1.3836(12) .
N1 C14 1.144(2) .
C1 C2 1.3990(12) 4_575
C1 C2 1.3990(12) .
C2 C3 1.3893(14) .
C3 C4 1.3964(12) .
C3 H3 0.9500 .
C4 C3 1.3965(12) 4_575
C4 C13 1.506(2) .
C5 C7 1.5317(15) .
C5 C8 1.5322(15) .
C5 C6 1.5437(16) .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 C11 1.5317(15) .
C9 C12 1.5348(15) .
C9 C10 1.5388(16) .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 C15 1.453(2) .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
B1 F2 1.379(2) .
B1 F3 1.3851(14) 4_575
B1 F3 1.3851(14) .
B1 F1 1.390(2) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C6 H6B O1 0.98 2.51 2.9908(14) 110.4 .
C12 H12A F3 0.98 2.54 3.4507(16) 155.0 3_666
C12 H12B O1 0.98 2.49 2.9937(14) 111.6 .
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_4
C9 P1 O1 C2 -124.94(7) . .
C5 P1 O1 C2 115.53(7) . .
Ni1 P1 O1 C2 -3.89(7) . .
P1 Ni1 C1 C2 -1.06(10) 4_575 4_575
P1 Ni1 C1 C2 178.26(11) . 4_575
P1 Ni1 C1 C2 -178.26(11) 4_575 .
P1 Ni1 C1 C2 1.07(10) . .
P1 O1 C2 C3 -174.49(7) . .
P1 O1 C2 C1 5.11(12) . .
C2 C1 C2 O1 178.54(7) 4_575 .
Ni1 C1 C2 O1 -4.07(16) . .
C2 C1 C2 C3 -1.9(2) 4_575 .
Ni1 C1 C2 C3 175.51(8) . .
O1 C2 C3 C4 179.93(10) . .
C1 C2 C3 C4 0.36(17) . .
C2 C3 C4 C3 1.3(2) . 4_575
C2 C3 C4 C13 -177.39(12) . .
O1 P1 C5 C7 -177.01(8) . .
C9 P1 C5 C7 75.06(9) . .
Ni1 P1 C5 C7 -64.25(9) . .
O1 P1 C5 C8 58.95(8) . .
C9 P1 C5 C8 -48.99(9) . .
Ni1 P1 C5 C8 171.71(7) . .
O1 P1 C5 C6 -60.34(8) . .
C9 P1 C5 C6 -168.27(7) . .
Ni1 P1 C5 C6 52.43(8) . .
O1 P1 C9 C11 -168.77(8) . .
C5 P1 C9 C11 -61.01(9) . .
Ni1 P1 C9 C11 77.75(8) . .
O1 P1 C9 C12 -44.51(9) . .
C5 P1 C9 C12 63.25(9) . .
Ni1 P1 C9 C12 -158.00(7) . .
O1 P1 C9 C10 74.22(7) . .
C5 P1 C9 C10 -178.01(7) . .
Ni1 P1 C9 C10 -39.26(8) . .
