#------------------------------------------------------------------------------
#$Date: 2016-10-05 12:46:34 +0300 (Wed, 05 Oct 2016) $
#$Revision: 186962 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/08/66/4086660.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_4086660
loop_
_publ_author_name
'Garner, Mary E.'
'Hohloch, Stephan'
'Maron, Laurent'
'Arnold, John'
_publ_section_title
;
 A New Supporting Ligand in Actinide Chemistry Leads to Reactive
 Bis(NHC)borate-Supported Thorium Complexes
;
_journal_issue                   17
_journal_name_full               Organometallics
_journal_page_first              2915
_journal_paper_doi               10.1021/acs.organomet.6b00467
_journal_volume                  35
_journal_year                    2016
_chemical_formula_sum            'C31 H38 B I N4'
_chemical_formula_weight         604.36
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.1738(18)
_cell_length_b                   19.0240(19)
_cell_length_c                   11.0880(11)
_cell_measurement_reflns_used    3065
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.36
_cell_measurement_theta_min      2.13
_cell_volume                     3622.6(6)
_computing_cell_refinement       'Bruker ApexII suite, 2015'
_computing_data_collection       'Bruker ApexII suite, 2015'
_computing_data_reduction        'Bruker ApexII suite, 2015'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Quazar'
_diffrn_measurement_method       'omega phi scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0760
_diffrn_reflns_av_unetI/netI     0.0262
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            70764
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.359
_diffrn_reflns_theta_min         2.126
_exptl_absorpt_coefficient_mu    0.905
_exptl_absorpt_correction_T_max  0.745
_exptl_absorpt_correction_T_min  0.652
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Blessing, 1995'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.108
_exptl_crystal_description       block
_exptl_crystal_F_000             1240
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.060
_refine_diff_density_max         1.543
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     185
_refine_ls_number_reflns         3426
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0386
_refine_ls_R_factor_gt           0.0325
_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)+(0.0326P)²+3.9396P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0718
_refine_ls_wR_factor_ref         0.0745
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3065
_reflns_number_total             3426
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            om6b00467_si_001.cif
_cod_data_source_block           shelx
_cod_depositor_comments
'Adding full bibliography for 4086660--4086666.cif.'
_cod_database_code               4086660
_shelx_shelxl_version_number     2014/7
_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   0.899
_shelx_estimated_absorpt_t_max   0.948
_platon_squeeze_void_probe_radius 1.20
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, 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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
I1 I 0.21430(2) 0.2500 0.61371(2) 0.01989(9) Uani 1 2 d S T P
N2 N 0.46533(10) 0.31667(10) 0.74745(17) 0.0145(4) Uani 1 1 d . . .
N1 N 0.43517(11) 0.40336(11) 0.62706(17) 0.0167(4) Uani 1 1 d . . .
C13 C 0.38821(14) 0.44987(13) 0.5536(2) 0.0172(5) Uani 1 1 d . . .
C1 C 0.40779(14) 0.34746(13) 0.6875(2) 0.0163(5) Uani 1 1 d . . .
H12 H 0.3551 0.3322 0.6873 0.020 Uiso 1 1 calc R U .
C16 C 0.29433(14) 0.53685(14) 0.4150(2) 0.0213(6) Uani 1 1 d . . .
C14 C 0.37081(14) 0.51710(13) 0.5978(2) 0.0187(5) Uani 1 1 d . . .
C17 C 0.31452(14) 0.46999(14) 0.3755(2) 0.0209(6) Uani 1 1 d . . .
H3 H 0.2954 0.4544 0.2997 0.025 Uiso 1 1 calc R U .
C4 C 0.53262(13) 0.35406(14) 0.7230(2) 0.0195(6) Uani 1 1 d . . .
H11 H 0.5831 0.3435 0.7532 0.023 Uiso 1 1 calc R U .
C3 C 0.51459(14) 0.40804(14) 0.6492(2) 0.0205(5) Uani 1 1 d . . .
H10 H 0.5494 0.4425 0.6183 0.025 Uiso 1 1 calc R U .
C18 C 0.36149(14) 0.42498(13) 0.4424(2) 0.0187(5) Uani 1 1 d . . .
C106 C 0.3991(2) 0.7500 0.5769(3) 0.0236(8) Uani 1 2 d S T P
H19 H 0.4523 0.7500 0.5531 0.028 Uiso 1 2 calc R U P
C15 C 0.32318(14) 0.55912(14) 0.5261(2) 0.0215(6) Uani 1 1 d . . .
H9 H 0.3098 0.6048 0.5540 0.026 Uiso 1 1 calc R U .
C104 C 0.2641(2) 0.7500 0.5211(4) 0.0279(9) Uani 1 2 d S T P
H17 H 0.2244 0.7500 0.4614 0.033 Uiso 1 2 calc R U P
C105 C 0.3420(2) 0.7500 0.4896(3) 0.0243(8) Uani 1 2 d S T P
H18 H 0.3563 0.7500 0.4069 0.029 Uiso 1 2 calc R U P
C21 C 0.38099(16) 0.35227(14) 0.3974(2) 0.0251(6) Uani 1 1 d . . .
H5A H 0.3463 0.3180 0.4355 0.038 Uiso 1 1 calc R U .
H5B H 0.4351 0.3411 0.4177 0.038 Uiso 1 1 calc R U .
H5C H 0.3742 0.3505 0.3097 0.038 Uiso 1 1 calc R U .
C101 C 0.3805(2) 0.7500 0.6994(4) 0.0281(9) Uani 1 2 d S T P
C19 C 0.40310(16) 0.54377(15) 0.7147(2) 0.0245(6) Uani 1 1 d . . .
H8A H 0.4568 0.5596 0.7025 0.037 Uiso 1 1 calc R U .
H8B H 0.4023 0.5059 0.7747 0.037 Uiso 1 1 calc R U .
H8C H 0.3713 0.5832 0.7434 0.037 Uiso 1 1 calc R U .
C20 C 0.24438(16) 0.58427(15) 0.3395(3) 0.0269(6) Uani 1 1 d . . .
H1A H 0.1952 0.5933 0.3815 0.040 Uiso 1 1 calc R U .
H1B H 0.2337 0.5617 0.2618 0.040 Uiso 1 1 calc R U .
H1C H 0.2716 0.6288 0.3259 0.040 Uiso 1 1 calc R U .
B1 B 0.4560(2) 0.2500 0.8297(4) 0.0187(8) Uani 1 2 d S T P
H1D H 0.4041 0.2500 0.8686 0.022 Uiso 1 2 calc R U P
H1E H 0.4962 0.2500 0.8936 0.022 Uiso 1 2 calc R U P
C102 C 0.3017(2) 0.7500 0.7307(4) 0.0330(10) Uani 1 2 d S T P
H15 H 0.2869 0.7500 0.8133 0.040 Uiso 1 2 calc R U P
C103 C 0.2457(3) 0.7500 0.6428(4) 0.0353(10) Uani 1 2 d S T P
H16 H 0.1925 0.7500 0.6661 0.042 Uiso 1 2 calc R U P
C100 C 0.4422(3) 0.7500 0.7955(4) 0.0380(11) Uani 1 2 d S T P
H13A H 0.4207 0.7304 0.8701 0.057 Uiso 0.5 1 calc R U P
H13B H 0.4597 0.7983 0.8101 0.057 Uiso 0.5 1 calc R U P
H13C H 0.4864 0.7214 0.7689 0.057 Uiso 0.5 1 calc R U P
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'
I I -0.4742 1.8119 '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
C1 N2 C4 107.3(2) . .
C1 N2 B1 124.8(2) . .
C4 N2 B1 127.9(2) . .
C1 N1 C3 107.9(2) . .
C1 N1 C13 124.7(2) . .
C3 N1 C13 127.4(2) . .
C18 C13 C14 123.2(2) . .
C18 C13 N1 118.2(2) . .
C14 C13 N1 118.7(2) . .
N2 C1 N1 109.8(2) . .
N2 C1 H12 125.1 . .
N1 C1 H12 125.1 . .
C17 C16 C15 117.9(2) . .
C17 C16 C20 121.2(2) . .
C15 C16 C20 120.9(2) . .
C15 C14 C13 116.7(2) . .
C15 C14 C19 121.1(2) . .
C13 C14 C19 122.1(2) . .
C16 C17 C18 122.7(2) . .
C16 C17 H3 118.6 . .
C18 C17 H3 118.6 . .
C3 C4 N2 108.5(2) . .
C3 C4 H11 125.7 . .
N2 C4 H11 125.7 . .
C4 C3 N1 106.5(2) . .
C4 C3 H10 126.8 . .
N1 C3 H10 126.8 . .
C17 C18 C13 116.9(2) . .
C17 C18 C21 121.2(2) . .
C13 C18 C21 122.0(2) . .
C105 C106 C101 121.3(4) . .
C105 C106 H19 119.3 . .
C101 C106 H19 119.3 . .
C14 C15 C16 122.6(2) . .
C14 C15 H9 118.7 . .
C16 C15 H9 118.7 . .
C105 C104 C103 117.8(4) . .
C105 C104 H17 121.1 . .
C103 C104 H17 121.1 . .
C106 C105 C104 120.8(4) . .
C106 C105 H18 119.6 . .
C104 C105 H18 119.6 . .
C18 C21 H5A 109.5 . .
C18 C21 H5B 109.5 . .
H5A C21 H5B 109.5 . .
C18 C21 H5C 109.5 . .
H5A C21 H5C 109.5 . .
H5B C21 H5C 109.5 . .
C106 C101 C102 117.6(4) . .
C106 C101 C100 121.9(4) . .
C102 C101 C100 120.4(4) . .
C14 C19 H8A 109.5 . .
C14 C19 H8B 109.5 . .
H8A C19 H8B 109.5 . .
C14 C19 H8C 109.5 . .
H8A C19 H8C 109.5 . .
H8B C19 H8C 109.5 . .
C16 C20 H1A 109.5 . .
C16 C20 H1B 109.5 . .
H1A C20 H1B 109.5 . .
C16 C20 H1C 109.5 . .
H1A C20 H1C 109.5 . .
H1B C20 H1C 109.5 . .
N2 B1 N2 107.7(3) . 7_565
N2 B1 H1D 110.2 . .
N2 B1 H1D 110.2 7_565 .
N2 B1 H1E 110.2 . .
N2 B1 H1E 110.2 7_565 .
H1D B1 H1E 108.5 . .
C103 C102 C101 120.2(4) . .
C103 C102 H15 119.9 . .
C101 C102 H15 119.9 . .
C102 C103 C104 122.2(4) . .
C102 C103 H16 118.9 . .
C104 C103 H16 118.9 . .
C101 C100 H13A 109.5 . .
C101 C100 H13B 109.5 . .
H13A C100 H13B 109.5 . .
C101 C100 H13C 109.5 . .
H13A C100 H13C 109.5 . .
H13B C100 H13C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N2 C1 1.327(3) .
N2 C4 1.384(3) .
N2 B1 1.570(3) .
N1 C1 1.342(3) .
N1 C3 1.389(3) .
N1 C13 1.448(3) .
C13 C18 1.399(3) .
C13 C14 1.402(4) .
C1 H12 0.9500 .
C16 C17 1.389(4) .
C16 C15 1.394(4) .
C16 C20 1.500(4) .
C14 C15 1.393(4) .
C14 C19 1.499(3) .
C17 C18 1.390(4) .
C17 H3 0.9500 .
C4 C3 1.350(4) .
C4 H11 0.9500 .
C3 H10 0.9500 .
C18 C21 1.508(4) .
C106 C105 1.378(5) .
C106 C101 1.396(5) .
C106 H19 0.9500 .
C15 H9 0.9500 .
C104 C105 1.383(6) .
C104 C103 1.386(6) .
C104 H17 0.9500 .
C105 H18 0.9500 .
C21 H5A 0.9800 .
C21 H5B 0.9800 .
C21 H5C 0.9800 .
C101 C102 1.397(6) .
C101 C100 1.502(5) .
C19 H8A 0.9800 .
C19 H8B 0.9800 .
C19 H8C 0.9800 .
C20 H1A 0.9800 .
C20 H1B 0.9800 .
C20 H1C 0.9800 .
B1 N2 1.570(3) 7_565
B1 H1D 0.9900 .
B1 H1E 0.9900 .
C102 C103 1.369(6) .
C102 H15 0.9500 .
C103 H16 0.9500 .
C100 H13A 0.9800 .
C100 H13B 0.9800 .
C100 H13C 0.9800 .
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 0.500 0.500 0.000 200 49 ' '
2 0.500 1.000 0.000 200 49 ' '
3 1.000 0.000 0.500 200 49 ' '
4 1.000 0.500 0.500 200 49 ' '
