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#$Date: 2019-11-24 08:52:19 +0200 (Sun, 24 Nov 2019) $
#$Revision: 237378 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/08/82/4088205.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_4088205
loop_
_publ_author_name
'Pedrick, Elizabeth A.'
'Seaman, Lani A.'
'Scott, Joshua C.'
'Griego, Leonel'
'Wu, Guang'
'Hayton, Trevor W.'
_publ_section_title
;
 Synthesis and Reactivity of a U(IV) Dibenzyne Complex
;
_journal_issue                   4
_journal_name_full               Organometallics
_journal_page_first              494
_journal_paper_doi               10.1021/acs.organomet.5b00929
_journal_volume                  35
_journal_year                    2016
_chemical_formula_sum            'C36 H46 Li2 N4 U'
_chemical_formula_weight         786.68
_chemical_name_systematic
; 
 U(IV) trans benzyne 
;
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/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                 132.487(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   25.7342(8)
_cell_length_b                   9.9023(4)
_cell_length_c                   18.1648(9)
_cell_measurement_reflns_used    278
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      8.5155
_cell_measurement_theta_min      178.878
_cell_volume                     3413.5(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega scan'
_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  0.0447
_diffrn_reflns_av_sigmaI/netI    0.0489
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            11593
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.15
_exptl_absorpt_coefficient_mu    4.784
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.5997
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.531
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       square
_exptl_crystal_F_000             1552
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.119
_refine_diff_density_min         -0.720
_refine_diff_density_rms         0.119
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3491
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.995
_refine_ls_R_factor_all          0.0369
_refine_ls_R_factor_gt           0.0263
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0242P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0501
_refine_ls_wR_factor_ref         0.0525
_reflns_number_gt                3049
_reflns_number_total             3491
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om5b00929_si_002.cif
_cod_data_source_block           complex_1
_cod_original_cell_volume        3413.5(2)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4088205
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
U1 U 0.0000 0.202281(19) 0.2500 0.01621(6) Uani 1 2 d S
N1 N 0.13173(15) -0.1008(3) 0.2432(2) 0.0243(7) Uani 1 1 d .
N2 N -0.11294(16) 0.3574(3) 0.1108(2) 0.0252(7) Uani 1 1 d .
C15 C 0.04316(19) 0.2899(4) 0.1014(3) 0.0284(8) Uani 1 1 d .
H15 H 0.0002 0.2463 0.0478 0.034 Uiso 1 1 calc R
C2 C -0.05506(17) 0.0337(3) 0.1187(3) 0.0184(8) Uani 1 1 d .
C1 C 0.08909(16) 0.0299(3) 0.3452(3) 0.0183(8) Uani 1 1 d .
C3 C 0.06946(18) 0.2726(3) 0.1986(3) 0.0225(8) Uani 1 1 d .
C4 C 0.14934(17) -0.0520(3) 0.3929(3) 0.0225(8) Uani 1 1 d .
C5 C 0.17564(19) -0.1246(4) 0.4770(3) 0.0274(9) Uani 1 1 d .
H5 H 0.2171 -0.1771 0.5107 0.033 Uiso 1 1 calc R
C16 C -0.1441(2) 0.3229(4) 0.0093(3) 0.0350(11) Uani 1 1 d .
H16A H -0.1590 0.2281 -0.0046 0.052 Uiso 1 1 calc R
H16B H -0.1091 0.3366 0.0039 0.052 Uiso 1 1 calc R
H16C H -0.1850 0.3808 -0.0390 0.052 Uiso 1 1 calc R
C8 C 0.18266(18) -0.0623(4) 0.3496(3) 0.0264(9) Uani 1 1 d .
H8A H 0.2039 0.0258 0.3570 0.032 Uiso 1 1 calc R
H8B H 0.2209 -0.1301 0.3879 0.032 Uiso 1 1 calc R
C11 C 0.13328(19) 0.3411(4) 0.2734(3) 0.0223(8) Uani 1 1 d .
C6 C 0.1423(2) -0.1217(4) 0.5127(3) 0.0302(9) Uani 1 1 d .
H6 H 0.1608 -0.1724 0.5704 0.036 Uiso 1 1 calc R
C7 C -0.08181(19) -0.0451(4) 0.0353(3) 0.0262(9) Uani 1 1 d .
H7 H -0.0584 -0.0460 0.0115 0.031 Uiso 1 1 calc R
C12 C 0.1678(2) 0.4169(4) 0.2529(3) 0.0299(9) Uani 1 1 d .
H12 H 0.2112 0.4598 0.3059 0.036 Uiso 1 1 calc R
C17 C -0.16535(19) 0.3323(4) 0.1201(3) 0.0270(9) Uani 1 1 d .
H17A H -0.1861 0.2415 0.0934 0.032 Uiso 1 1 calc R
H17B H -0.2039 0.3994 0.0792 0.032 Uiso 1 1 calc R
C10 C 0.1669(2) -0.1033(5) 0.2052(3) 0.0396(11) Uani 1 1 d .
H10A H 0.1862 -0.0137 0.2129 0.059 Uiso 1 1 calc R
H10B H 0.1329 -0.1283 0.1344 0.059 Uiso 1 1 calc R
H10C H 0.2052 -0.1696 0.2429 0.059 Uiso 1 1 calc R
C18 C -0.0917(2) 0.5011(4) 0.1309(3) 0.0377(11) Uani 1 1 d .
H18A H -0.0573 0.5164 0.1246 0.057 Uiso 1 1 calc R
H18B H -0.0706 0.5242 0.1987 0.057 Uiso 1 1 calc R
H18C H -0.1333 0.5578 0.0827 0.057 Uiso 1 1 calc R
C14 C 0.0764(2) 0.3667(5) 0.0796(3) 0.0376(10) Uani 1 1 d .
H14 H 0.0561 0.3756 0.0126 0.045 Uiso 1 1 calc R
C13 C 0.1393(2) 0.4302(4) 0.1562(3) 0.0342(10) Uani 1 1 d .
H13 H 0.1628 0.4825 0.1423 0.041 Uiso 1 1 calc R
C9 C 0.1017(2) -0.2343(4) 0.2301(3) 0.0373(11) Uani 1 1 d .
H9A H 0.0695 -0.2599 0.1595 0.056 Uiso 1 1 calc R
H9B H 0.0759 -0.2312 0.2521 0.056 Uiso 1 1 calc R
H9C H 0.1398 -0.3009 0.2700 0.056 Uiso 1 1 calc R
Li1 Li 0.0581(3) 0.0446(6) 0.1935(5) 0.0253(14) 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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
U U -9.6767 9.6646 '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 U1 C1 89.78(15) 2 .
C1 U1 C2 33.71(12) 2 .
C1 U1 C2 81.91(11) . .
C1 U1 C2 81.91(11) 2 2
C1 U1 C2 33.71(12) . 2
C2 U1 C2 93.32(16) . 2
C1 U1 C3 84.05(11) 2 2
C1 U1 C3 118.82(12) . 2
C2 U1 C3 116.60(11) . 2
C2 U1 C3 85.34(12) 2 2
C1 U1 C3 118.82(12) 2 .
C1 U1 C3 84.05(11) . .
C2 U1 C3 85.34(12) . .
C2 U1 C3 116.60(11) 2 .
C3 U1 C3 149.03(15) 2 .
C1 U1 N2 80.22(10) 2 .
C1 U1 N2 167.69(10) . .
C2 U1 N2 85.79(10) . .
C2 U1 N2 148.80(11) 2 .
C3 U1 N2 67.56(11) 2 .
C3 U1 N2 94.44(10) . .
C1 U1 N2 167.69(10) 2 2
C1 U1 N2 80.22(10) . 2
C2 U1 N2 148.80(11) . 2
C2 U1 N2 85.79(10) 2 2
C3 U1 N2 94.45(10) 2 2
C3 U1 N2 67.56(11) . 2
N2 U1 N2 110.55(13) . 2
C1 U1 Li1 79.97(15) 2 .
C1 U1 Li1 51.80(16) . .
C2 U1 Li1 50.05(15) . .
C2 U1 Li1 82.78(16) 2 .
C3 U1 Li1 161.25(15) 2 .
C3 U1 Li1 49.59(15) . .
N2 U1 Li1 118.65(15) . .
N2 U1 Li1 99.08(14) 2 .
C1 U1 Li1 51.80(16) 2 2
C1 U1 Li1 79.97(15) . 2
C2 U1 Li1 82.78(16) . 2
C2 U1 Li1 50.05(15) 2 2
C3 U1 Li1 49.59(15) 2 2
C3 U1 Li1 161.26(15) . 2
N2 U1 Li1 99.08(14) . 2
N2 U1 Li1 118.65(15) 2 2
Li1 U1 Li1 112.0(3) . 2
C10 N1 C9 109.5(3) . .
C10 N1 C8 109.7(3) . .
C9 N1 C8 110.5(3) . .
C10 N1 Li1 119.3(3) . .
C9 N1 Li1 109.5(3) . .
C8 N1 Li1 97.7(3) . .
C16 N2 C18 109.3(3) . .
C16 N2 C17 109.5(3) . .
C18 N2 C17 110.2(3) . .
C16 N2 U1 111.9(2) . .
C18 N2 U1 109.4(2) . .
C17 N2 U1 106.5(2) . .
C14 C15 C3 123.8(4) . .
C14 C15 H15 118.1 . .
C3 C15 H15 118.1 . .
C7 C2 C1 118.9(3) . 2
C7 C2 Li1 99.8(3) . .
C1 C2 Li1 133.2(3) 2 .
C7 C2 U1 167.5(3) . .
C1 C2 U1 72.3(2) 2 .
Li1 C2 U1 73.38(19) . .
C2 C1 C4 120.1(3) 2 .
C2 C1 Li1 137.4(3) 2 .
C4 C1 Li1 96.9(3) . .
C2 C1 U1 74.0(2) 2 .
C4 C1 U1 164.7(3) . .
Li1 C1 U1 72.73(18) . .
C11 C3 C15 114.2(3) . .
C11 C3 Li1 123.5(3) . .
C15 C3 Li1 97.4(3) . .
C11 C3 U1 114.7(3) . .
C15 C3 U1 127.9(2) . .
Li1 C3 U1 69.41(19) . .
C5 C4 C1 119.4(4) . .
C5 C4 C8 121.0(3) . .
C1 C4 C8 119.6(3) . .
C6 C5 C4 120.8(3) . .
C6 C5 H5 119.6 . .
C4 C5 H5 119.6 . .
N2 C16 H16A 109.5 . .
N2 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
N2 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
N1 C8 C4 112.7(3) . .
N1 C8 Li1 49.1(2) . .
C4 C8 Li1 80.2(2) . .
N1 C8 H8A 109.0 . .
C4 C8 H8A 109.0 . .
Li1 C8 H8A 87.3 . .
N1 C8 H8B 109.0 . .
C4 C8 H8B 109.0 . .
Li1 C8 H8B 157.6 . .
H8A C8 H8B 107.8 . .
C12 C11 C3 122.7(4) . .
C12 C11 C17 118.6(3) . 2
C3 C11 C17 118.7(3) . 2
C5 C6 C7 120.4(4) . 2
C5 C6 H6 119.8 . .
C7 C6 H6 119.8 2 .
C6 C7 C2 120.4(4) 2 .
C6 C7 H7 119.8 2 .
C2 C7 H7 119.8 . .
C13 C12 C11 120.4(4) . .
C13 C12 H12 119.8 . .
C11 C12 H12 119.8 . .
N2 C17 C11 112.5(3) . 2
N2 C17 H17A 109.1 . .
C11 C17 H17A 109.1 2 .
N2 C17 H17B 109.1 . .
C11 C17 H17B 109.1 2 .
H17A C17 H17B 107.8 . .
N1 C10 H10A 109.5 . .
N1 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
N1 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
N2 C18 H18A 109.5 . .
N2 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
N2 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C13 C14 C15 119.4(4) . .
C13 C14 H14 120.3 . .
C15 C14 H14 120.3 . .
C14 C13 C12 119.5(4) . .
C14 C13 H13 120.2 . .
C12 C13 H13 120.2 . .
N1 C9 H9A 109.5 . .
N1 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
N1 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
N1 Li1 C2 132.4(3) . .
N1 Li1 C3 128.9(3) . .
C2 Li1 C3 98.7(2) . .
N1 Li1 C1 87.6(3) . .
C2 Li1 C1 88.9(3) . .
C3 Li1 C1 94.8(3) . .
N1 Li1 C8 33.14(15) . .
C2 Li1 C8 139.6(3) . .
C3 Li1 C8 108.7(3) . .
C1 Li1 C8 60.47(19) . .
N1 Li1 U1 143.1(3) . .
C2 Li1 U1 56.57(17) . .
C3 Li1 U1 61.00(17) . .
C1 Li1 U1 55.47(17) . .
C8 Li1 U1 112.8(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
U1 C1 2.409(3) 2
U1 C1 2.409(3) .
U1 C2 2.432(3) .
U1 C2 2.432(3) 2
U1 C3 2.609(4) 2
U1 C3 2.609(4) .
U1 N2 2.697(3) .
U1 N2 2.697(3) 2
U1 Li1 2.793(6) .
U1 Li1 2.793(6) 2
N1 C10 1.463(5) .
N1 C9 1.466(5) .
N1 C8 1.476(5) .
N1 Li1 2.042(6) .
N2 C16 1.471(5) .
N2 C18 1.478(5) .
N2 C17 1.489(5) .
C15 C14 1.388(6) .
C15 C3 1.410(5) .
C15 H15 0.9500 .
C2 C7 1.404(5) .
C2 C1 1.404(5) 2
C2 Li1 2.234(7) .
C1 C2 1.404(5) 2
C1 C4 1.413(5) .
C1 Li1 2.298(8) .
C3 C11 1.410(5) .
C3 Li1 2.271(7) .
C4 C5 1.383(5) .
C4 C8 1.509(5) .
C5 C6 1.381(5) .
C5 H5 0.9500 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C8 Li1 2.676(7) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C11 C12 1.392(5) .
C11 C17 1.509(5) 2
C6 C7 1.387(5) 2
C6 H6 0.9500 .
C7 C6 1.387(5) 2
C7 H7 0.9500 .
C12 C13 1.379(6) .
C12 H12 0.9500 .
C17 C11 1.509(5) 2
C17 H17A 0.9900 .
C17 H17B 0.9900 .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
C14 C13 1.382(6) .
C14 H14 0.9500 .
C13 H13 0.9500 .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
