#------------------------------------------------------------------------------
#$Date: 2015-11-05 02:35:53 +0200 (Thu, 05 Nov 2015) $
#$Revision: 170012 $
#$URL: svn://www.crystallography.net/cod/cif/4/12/47/4124741.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_4124741
loop_
_publ_author_name
'Cammarota, Ryan C.'
'Lu, Connie C.'
_publ_section_title
;
 Tuning Nickel with Lewis Acidic Group 13 Metalloligands for Catalytic
 Olefin Hydrogenation.
;
_journal_issue                   39
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12486
_journal_page_last               12489
_journal_paper_doi               10.1021/jacs.5b08313
_journal_volume                  137
_journal_year                    2015
_chemical_formula_moiety         'C39 H60 In N4 Ni P3'
_chemical_formula_sum            'C39 H60 In N4 Ni P3'
_chemical_formula_weight         851.33
_chemical_name_common            NiInL
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      trigonal
_space_group_IT_number           147
_space_group_name_Hall           '-P 3'
_space_group_name_H-M_alt        'P -3'
_symmetry_space_group_name_Hall  '-P 3'
_symmetry_space_group_name_H-M   'P -3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            2
_cell_length_a                   10.879(2)
_cell_length_b                   10.879(2)
_cell_length_c                   21.208(4)
_cell_measurement_temperature    123(2)
_cell_volume                     2173.7(7)
_computing_cell_refinement       'SAINT, Bruker'
_computing_data_collection       'APEX II, Bruker'
_computing_data_reduction        'SAINT, Bruker'
_computing_molecular_graphics    'SHELXTL, Bruker'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX II CCD'
_diffrn_measurement_method       'area detector, omega scans per phi'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0699
_diffrn_reflns_av_unetI/netI     0.0734
_diffrn_reflns_laue_measured_fraction_full 0.992
_diffrn_reflns_laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            11828
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         1.920
_diffrn_source                   'normal-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.104
_exptl_absorpt_correction_T_max  0.3501
_exptl_absorpt_correction_T_min  0.3501
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, R.Blessing, 1995.'
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_platon_squeeze_details
;
PLATON Squeeze was used to remove a disordered benzene molecule, located about a three-fold rotation axis, from the unit cell. 
;
_refine_diff_density_max         2.122
_refine_diff_density_min         -0.815
_refine_diff_density_rms         0.109
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.977
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     149
_refine_ls_number_reflns         2956
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.977
_refine_ls_R_factor_all          0.0774
_refine_ls_R_factor_gt           0.0489
_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)+(0.0481P)²+3.6981P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1045
_refine_ls_wR_factor_ref         0.1131
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2089
_reflns_number_total             2956
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja5b08313_si_001.cif
_cod_data_source_block           14224_0m_compound_4
_cod_original_cell_volume        2174.0(9)
_cod_database_code               4124741
_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.
;
_shelxl_version_number           2013-2
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -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
In1 In 0.3333 0.6667 0.22204(3) 0.01755(17) Uani 1 3 d S T P
Ni1 Ni 0.3333 0.6667 0.33790(5) 0.0223(3) Uani 1 3 d S T P
P1 P 0.13039(12) 0.45783(12) 0.32719(6) 0.0218(3) Uani 1 1 d . . .
N2 N 0.3333 0.6667 0.1132(3) 0.0164(13) Uani 1 3 d S T P
N1 N 0.1701(4) 0.4585(4) 0.19956(18) 0.0239(9) Uani 1 1 d . . .
C1 C 0.2843(4) 0.5184(4) 0.0975(2) 0.0176(9) Uani 1 1 d . . .
C2 C 0.3234(5) 0.4799(5) 0.0423(2) 0.0209(10) Uani 1 1 d . . .
H1 H 0.3808 0.5493 0.0134 0.025 Uiso 1 1 calc R U .
C3 C 0.2778(5) 0.3387(5) 0.0298(2) 0.0232(10) Uani 1 1 d . . .
H2 H 0.3053 0.3132 -0.0072 0.028 Uiso 1 1 calc R U .
C4 C 0.1915(5) 0.2363(5) 0.0723(2) 0.0239(11) Uani 1 1 d . . .
H3 H 0.1591 0.1413 0.0634 0.029 Uiso 1 1 calc R U .
C5 C 0.1524(5) 0.2725(5) 0.1280(2) 0.0225(10) Uani 1 1 d . . .
H4 H 0.0936 0.2011 0.1558 0.027 Uiso 1 1 calc R U .
C6 C 0.1986(4) 0.4133(5) 0.1436(2) 0.0194(10) Uani 1 1 d . . .
C7 C 0.1073(5) 0.3599(5) 0.2516(2) 0.0254(11) Uani 1 1 d . . .
H19 H 0.1521 0.3022 0.2551 0.030 Uiso 1 1 calc R U .
H20 H 0.0070 0.2971 0.2436 0.030 Uiso 1 1 calc R U .
C8 C 0.1194(5) 0.3259(5) 0.3857(2) 0.0316(12) Uani 1 1 d . . .
H5 H 0.1909 0.3014 0.3726 0.038 Uiso 1 1 calc R U .
C9 C -0.0209(6) 0.1859(6) 0.3870(3) 0.0493(17) Uani 1 1 d . . .
H8 H -0.0953 0.2027 0.4008 0.074 Uiso 1 1 calc R U .
H6 H -0.0135 0.1214 0.4155 0.074 Uiso 1 1 calc R U .
H7 H -0.0422 0.1455 0.3454 0.074 Uiso 1 1 calc R U .
C10 C 0.1657(7) 0.3925(7) 0.4515(3) 0.0514(17) Uani 1 1 d . . .
H11 H 0.2497 0.4840 0.4478 0.077 Uiso 1 1 calc R U .
H10 H 0.1853 0.3322 0.4775 0.077 Uiso 1 1 calc R U .
H9 H 0.0911 0.4030 0.4701 0.077 Uiso 1 1 calc R U .
C11 C -0.0488(5) 0.4408(5) 0.3318(2) 0.0272(11) Uani 1 1 d . . .
H18 H -0.1188 0.3410 0.3239 0.033 Uiso 1 1 calc R U .
C12 C -0.0836(5) 0.4791(6) 0.3959(3) 0.0349(13) Uani 1 1 d . . .
H13 H -0.0117 0.5736 0.4071 0.052 Uiso 1 1 calc R U .
H12 H -0.0867 0.4135 0.4271 0.052 Uiso 1 1 calc R U .
H14 H -0.1741 0.4741 0.3939 0.052 Uiso 1 1 calc R U .
C13 C -0.0634(6) 0.5281(6) 0.2785(2) 0.0388(13) Uani 1 1 d . . .
H16 H -0.0093 0.6272 0.2887 0.058 Uiso 1 1 calc R U .
H15 H -0.1615 0.5009 0.2735 0.058 Uiso 1 1 calc R U .
H17 H -0.0285 0.5108 0.2399 0.058 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'
N N 0.0061 0.0033 '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'
In In -0.7276 1.3100 '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 In1 N1 115.09(8) 3_565 2_665
N1 In1 N1 115.09(8) 3_565 .
N1 In1 N1 115.09(7) 2_665 .
N1 In1 N2 77.00(10) 3_565 .
N1 In1 N2 77.00(10) 2_665 .
N1 In1 N2 77.00(10) . .
N1 In1 Ni1 103.00(10) 3_565 .
N1 In1 Ni1 103.00(10) 2_665 .
N1 In1 Ni1 103.00(10) . .
N2 In1 Ni1 180.0 . .
P1 Ni1 P1 118.995(14) . 3_565
P1 Ni1 P1 118.995(14) . 2_665
P1 Ni1 P1 118.995(14) 3_565 2_665
P1 Ni1 In1 84.21(4) . .
P1 Ni1 In1 84.21(4) 3_565 .
P1 Ni1 In1 84.21(4) 2_665 .
C8 P1 C11 103.2(2) . .
C8 P1 C7 101.2(2) . .
C11 P1 C7 98.8(2) . .
C8 P1 Ni1 111.38(17) . .
C11 P1 Ni1 122.90(16) . .
C7 P1 Ni1 116.46(15) . .
C1 N2 C1 115.0(2) 2_665 .
C1 N2 C1 115.0(2) 2_665 3_565
C1 N2 C1 115.0(2) . 3_565
C1 N2 In1 103.2(3) 2_665 .
C1 N2 In1 103.2(3) . .
C1 N2 In1 103.2(3) 3_565 .
C6 N1 C7 119.9(4) . .
C6 N1 In1 110.9(3) . .
C7 N1 In1 116.9(3) . .
C2 C1 C6 120.7(4) . .
C2 C1 N2 122.0(4) . .
C6 C1 N2 117.2(4) . .
C1 C2 C3 120.4(4) . .
C1 C2 H1 119.8 . .
C3 C2 H1 119.8 . .
C4 C3 C2 119.6(4) . .
C4 C3 H2 120.2 . .
C2 C3 H2 120.2 . .
C3 C4 C5 121.0(4) . .
C3 C4 H3 119.5 . .
C5 C4 H3 119.5 . .
C4 C5 C6 121.6(4) . .
C4 C5 H4 119.2 . .
C6 C5 H4 119.2 . .
N1 C6 C5 125.1(4) . .
N1 C6 C1 118.3(4) . .
C5 C6 C1 116.6(4) . .
N1 C7 P1 110.5(3) . .
N1 C7 H19 109.5 . .
P1 C7 H19 109.5 . .
N1 C7 H20 109.5 . .
P1 C7 H20 109.5 . .
H19 C7 H20 108.1 . .
C9 C8 C10 112.5(5) . .
C9 C8 P1 115.5(4) . .
C10 C8 P1 111.3(4) . .
C9 C8 H5 105.5 . .
C10 C8 H5 105.5 . .
P1 C8 H5 105.5 . .
C8 C9 H8 109.5 . .
C8 C9 H6 109.5 . .
H8 C9 H6 109.5 . .
C8 C9 H7 109.5 . .
H8 C9 H7 109.5 . .
H6 C9 H7 109.5 . .
C8 C10 H11 109.5 . .
C8 C10 H10 109.5 . .
H11 C10 H10 109.5 . .
C8 C10 H9 109.5 . .
H11 C10 H9 109.5 . .
H10 C10 H9 109.5 . .
C12 C11 C13 111.8(4) . .
C12 C11 P1 114.2(3) . .
C13 C11 P1 109.0(3) . .
C12 C11 H18 107.2 . .
C13 C11 H18 107.2 . .
P1 C11 H18 107.2 . .
C11 C12 H13 109.5 . .
C11 C12 H12 109.5 . .
H13 C12 H12 109.5 . .
C11 C12 H14 109.5 . .
H13 C12 H14 109.5 . .
H12 C12 H14 109.5 . .
C11 C13 H16 109.5 . .
C11 C13 H15 109.5 . .
H16 C13 H15 109.5 . .
C11 C13 H17 109.5 . .
H16 C13 H17 109.5 . .
H15 C13 H17 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
In1 N1 2.119(4) 3_565
In1 N1 2.119(4) 2_665
In1 N1 2.119(4) .
In1 N2 2.309(6) .
In1 Ni1 2.4573(12) .
Ni1 P1 2.2522(13) .
Ni1 P1 2.2522(12) 3_565
Ni1 P1 2.2522(12) 2_665
P1 C8 1.855(5) .
P1 C11 1.867(5) .
P1 C7 1.871(5) .
N2 C1 1.462(4) 2_665
N2 C1 1.462(4) .
N2 C1 1.462(4) 3_565
N1 C6 1.379(6) .
N1 C7 1.450(6) .
C1 C2 1.379(6) .
C1 C6 1.437(6) .
C2 C3 1.384(6) .
C2 H1 0.9300 .
C3 C4 1.374(6) .
C3 H2 0.9300 .
C4 C5 1.377(6) .
C4 H3 0.9300 .
C5 C6 1.392(6) .
C5 H4 0.9300 .
C7 H19 0.9700 .
C7 H20 0.9700 .
C8 C9 1.525(7) .
C8 C10 1.537(8) .
C8 H5 0.9800 .
C9 H8 0.9600 .
C9 H6 0.9600 .
C9 H7 0.9600 .
C10 H11 0.9600 .
C10 H10 0.9600 .
C10 H9 0.9600 .
C11 C12 1.524(7) .
C11 C13 1.536(7) .
C11 H18 0.9800 .
C12 H13 0.9600 .
C12 H12 0.9600 .
C12 H14 0.9600 .
C13 H16 0.9600 .
C13 H15 0.9600 .
C13 H17 0.9600 .
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
C1 N2 C1 C2 -40.2(7) 2_665
C1 N2 C1 C2 96.7(4) 3_565
In1 N2 C1 C2 -151.8(4) .
C1 N2 C1 C6 136.7(5) 2_665
C1 N2 C1 C6 -86.3(6) 3_565
In1 N2 C1 C6 25.2(4) .
C6 C1 C2 C3 1.5(7) .
N2 C1 C2 C3 178.4(4) .
C1 C2 C3 C4 0.8(7) .
C2 C3 C4 C5 -1.5(7) .
C3 C4 C5 C6 -0.3(7) .
C7 N1 C6 C5 10.6(7) .
In1 N1 C6 C5 151.7(4) .
C7 N1 C6 C1 -168.5(4) .
In1 N1 C6 C1 -27.4(5) .
C4 C5 C6 N1 -176.6(4) .
C4 C5 C6 C1 2.5(7) .
C2 C1 C6 N1 176.0(4) .
N2 C1 C6 N1 -1.0(6) .
C2 C1 C6 C5 -3.1(6) .
N2 C1 C6 C5 179.8(4) .
C6 N1 C7 P1 162.9(3) .
In1 N1 C7 P1 24.1(4) .
C8 P1 C7 N1 -155.8(3) .
C11 P1 C7 N1 98.8(3) .
Ni1 P1 C7 N1 -34.9(4) .
C11 P1 C8 C9 40.1(5) .
C7 P1 C8 C9 -61.8(4) .
Ni1 P1 C8 C9 173.8(4) .
C11 P1 C8 C10 -89.8(4) .
C7 P1 C8 C10 168.3(4) .
Ni1 P1 C8 C10 43.9(4) .
C8 P1 C11 C12 62.7(4) .
C7 P1 C11 C12 166.4(4) .
Ni1 P1 C11 C12 -64.0(4) .
C8 P1 C11 C13 -171.4(4) .
C7 P1 C11 C13 -67.7(4) .
Ni1 P1 C11 C13 61.9(4) .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 0.255 24 1 ' '
2 0.000 0.000 0.745 24 1 ' '
3 0.333 0.667 0.868 148 46 ' '
4 0.667 0.333 0.132 148 46 ' '
