#------------------------------------------------------------------------------
#$Date: 2019-11-23 08:46:45 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232592 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/79/4347953.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_4347953
loop_
_publ_author_name
'Pedrick, Elizabeth A.'
'Schultz, Jason W.'
'Wu, Guang'
'Mirica, Liviu M.'
'Hayton, Trevor W.'
_publ_section_title
;
 Perturbation of the O-U-O Angle in Uranyl by Coordination to a
 12-Membered Macrocycle.
;
_journal_issue                   11
_journal_name_full               'Inorganic chemistry'
_journal_page_first              5693
_journal_page_last               5701
_journal_paper_doi               10.1021/acs.inorgchem.6b00799
_journal_volume                  55
_journal_year                    2016
_chemical_formula_sum            'C20 H26 Cl2 N6 O2 U'
_chemical_formula_weight         691.40
_space_group_IT_number           63
_space_group_name_Hall           '-C 2c 2'
_space_group_name_H-M_alt        'C m c m'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'C m c m'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.085(7)
_cell_length_b                   10.152(4)
_cell_length_c                   14.291(6)
_cell_measurement_reflns_used    598
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      173.1
_cell_measurement_theta_min      2.0
_cell_volume                     2333.6(17)
_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  'Bruker Kappa APEX II'
_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  0.0598
_diffrn_reflns_av_sigmaI/netI    0.0450
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6548
_diffrn_reflns_theta_full        26.36
_diffrn_reflns_theta_max         26.36
_diffrn_reflns_theta_min         2.37
_exptl_absorpt_coefficient_mu    7.213
_exptl_absorpt_correction_T_max  0.835
_exptl_absorpt_correction_T_min  0.655
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            light_yellow
_exptl_crystal_density_diffrn    1.968
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       shard
_exptl_crystal_F_000             1320
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.025
_refine_diff_density_max         1.386
_refine_diff_density_min         -0.822
_refine_diff_density_rms         0.162
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     102
_refine_ls_number_reflns         1285
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0287
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0341P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0609
_refine_ls_wR_factor_ref         0.0633
_reflns_number_gt                1149
_reflns_number_total             1285
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic6b00799_si_001.cif
_cod_data_source_block           complex_2
_cod_original_cell_volume        2333.7(17)
_cod_original_sg_symbol_H-M      Cmcm
_cod_database_code               4347953
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x, y, -z+1/2'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x, y, -z-1/2'
'x, -y, z-1/2'
'-x, y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, y+1/2, -z-1/2'
'x+1/2, -y+1/2, z-1/2'
'-x+1/2, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
U001 U 0.5000 0.80864(3) 0.2500 0.01190(12) Uani 1 4 d S
N1 N 0.5000 0.5713(5) 0.3401(4) 0.0152(12) Uani 1 2 d S
N2 N 0.3554(3) 0.6682(5) 0.2500 0.0158(12) Uani 1 2 d S
C3 C 0.5000 0.3203(7) 0.4109(6) 0.0301(18) Uani 1 2 d S
H3 H 0.5000 0.2342 0.4369 0.036 Uiso 1 2 calc SR
C1 C 0.4285(3) 0.5085(4) 0.3567(3) 0.0155(10) Uani 1 1 d .
C2 C 0.4257(3) 0.3813(5) 0.3925(4) 0.0260(12) Uani 1 1 d .
H2 H 0.3742 0.3382 0.4038 0.031 Uiso 1 1 calc R
C4 C 0.3507(3) 0.5854(5) 0.3359(3) 0.0210(11) Uani 1 1 d .
H4A H 0.3039 0.5229 0.3291 0.025 Uiso 1 1 calc R
H4B H 0.3383 0.6431 0.3900 0.025 Uiso 1 1 calc R
C5 C 0.2789(4) 0.7508(7) 0.2500 0.0229(16) Uani 1 2 d S
H5A H 0.2733 0.7948 0.3107 0.034 Uiso 0.50 1 calc PR
H5B H 0.2303 0.6948 0.2389 0.034 Uiso 0.50 1 calc PR
H5C H 0.2829 0.8171 0.2004 0.034 Uiso 0.50 1 calc PR
N3 N 0.2185(6) 0.6683(8) 0.5063(6) 0.025(2) Uani 0.50 1 d P
Cl1 Cl 0.39240(16) 1.0071(2) 0.27790(15) 0.0244(6) Uani 0.50 1 d P
O1 O 0.5208(3) 0.8266(5) 0.3716(4) 0.0143(18) Uani 0.50 1 d P
C10 C 0.1812(7) 0.5740(10) 0.5108(6) 0.017(2) Uani 0.50 1 d P
C12 C 0.1325(7) 0.5472(9) 0.4778(7) 0.023(2) Uani 0.50 1 d 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'
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'
Cl Cl 0.1484 0.1585 '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
O1 U001 O1 168.2(3) . 3_655
O1 U001 O1 21.7(3) . 12_655
O1 U001 O1 155.3(3) 3_655 12_655
O1 U001 O1 155.3(3) . 10_556
O1 U001 O1 21.7(3) 3_655 10_556
O1 U001 O1 168.2(3) 12_655 10_556
O1 U001 Cl1 84.22(17) . .
O1 U001 Cl1 86.97(18) 3_655 .
O1 U001 Cl1 69.95(18) 12_655 .
O1 U001 Cl1 100.91(17) 10_556 .
O1 U001 Cl1 69.95(18) . 12_655
O1 U001 Cl1 100.91(17) 3_655 12_655
O1 U001 Cl1 84.22(17) 12_655 12_655
O1 U001 Cl1 86.97(18) 10_556 12_655
Cl1 U001 Cl1 80.24(12) . 12_655
O1 U001 Cl1 86.97(18) . 3_655
O1 U001 Cl1 84.22(17) 3_655 3_655
O1 U001 Cl1 100.91(17) 12_655 3_655
O1 U001 Cl1 69.95(18) 10_556 3_655
Cl1 U001 Cl1 82.79(11) . 3_655
Cl1 U001 Cl1 17.07(10) 12_655 3_655
O1 U001 Cl1 100.91(17) . 10_556
O1 U001 Cl1 69.95(18) 3_655 10_556
O1 U001 Cl1 86.97(18) 12_655 10_556
O1 U001 Cl1 84.22(17) 10_556 10_556
Cl1 U001 Cl1 17.07(9) . 10_556
Cl1 U001 Cl1 82.79(11) 12_655 10_556
Cl1 U001 Cl1 80.24(12) 3_655 10_556
O1 U001 N2 102.34(17) . .
O1 U001 N2 83.88(17) 3_655 .
O1 U001 N2 83.88(17) 12_655 .
O1 U001 N2 102.34(17) 10_556 .
Cl1 U001 N2 80.95(12) . .
Cl1 U001 N2 160.30(11) 12_655 .
Cl1 U001 N2 160.30(11) 3_655 .
Cl1 U001 N2 80.95(12) 10_556 .
O1 U001 N2 83.88(17) . 3_655
O1 U001 N2 102.34(17) 3_655 3_655
O1 U001 N2 102.34(17) 12_655 3_655
O1 U001 N2 83.88(17) 10_556 3_655
Cl1 U001 N2 160.30(11) . 3_655
Cl1 U001 N2 80.95(12) 12_655 3_655
Cl1 U001 N2 80.95(12) 3_655 3_655
Cl1 U001 N2 160.30(11) 10_556 3_655
N2 U001 N2 117.0(2) . 3_655
O1 U001 N1 68.3(2) . .
O1 U001 N1 123.42(19) 3_655 .
O1 U001 N1 68.3(2) 12_655 .
O1 U001 N1 123.42(19) 10_556 .
Cl1 U001 N1 126.27(9) . .
Cl1 U001 N1 126.27(9) 12_655 .
Cl1 U001 N1 137.02(7) 3_655 .
Cl1 U001 N1 137.02(7) 10_556 .
N2 U001 N1 62.55(10) . .
N2 U001 N1 62.55(10) 3_655 .
O1 U001 N1 123.42(19) . 10_556
O1 U001 N1 68.3(2) 3_655 10_556
O1 U001 N1 123.42(19) 12_655 10_556
O1 U001 N1 68.3(2) 10_556 10_556
Cl1 U001 N1 137.02(7) . 10_556
Cl1 U001 N1 137.02(7) 12_655 10_556
Cl1 U001 N1 126.27(9) 3_655 10_556
Cl1 U001 N1 126.27(9) 10_556 10_556
N2 U001 N1 62.55(10) . 10_556
N2 U001 N1 62.55(10) 3_655 10_556
N1 U001 N1 56.2(2) . 10_556
C1 N1 C1 118.9(5) . 12_655
C1 N1 U001 120.3(3) . .
C1 N1 U001 120.3(3) 12_655 .
C5 N2 C4 106.0(3) . .
C5 N2 C4 106.0(3) . 10_556
C4 N2 C4 111.0(5) . 10_556
C5 N2 U001 114.2(4) . .
C4 N2 U001 109.8(3) . .
C4 N2 U001 109.8(3) 10_556 .
C2 C3 C2 121.2(7) . 12_655
C2 C3 H3 119.4 . .
C2 C3 H3 119.4 12_655 .
N1 C1 C2 122.4(5) . .
N1 C1 C4 115.7(4) . .
C2 C1 C4 121.9(4) . .
C3 C2 C1 117.5(5) . .
C3 C2 H2 121.2 . .
C1 C2 H2 121.2 . .
N2 C4 C1 114.4(4) . .
N2 C4 H4A 108.7 . .
C1 C4 H4A 108.7 . .
N2 C4 H4B 108.7 . .
C1 C4 H4B 108.7 . .
H4A C4 H4B 107.6 . .
N2 C5 H5A 109.5 . .
N2 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
N2 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
Cl1 Cl1 U001 81.47(5) 10_556 .
O1 O1 U001 79.17(17) 12_655 .
N3 C10 C12 176.9(11) . 4_566
N3 C10 C10 144.8(8) . 4_566
C12 C10 C10 37.0(6) 4_566 4_566
C12 C12 C10 40.5(6) 4_566 4_566
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
U001 O1 1.779(6) .
U001 O1 1.779(6) 3_655
U001 O1 1.779(6) 12_655
U001 O1 1.779(6) 10_556
U001 Cl1 2.686(2) .
U001 Cl1 2.686(2) 12_655
U001 Cl1 2.686(2) 3_655
U001 Cl1 2.686(2) 10_556
U001 N2 2.727(6) .
U001 N2 2.727(6) 3_655
U001 N1 2.732(5) .
U001 N1 2.732(5) 10_556
N1 C1 1.336(5) .
N1 C1 1.336(5) 12_655
N2 C5 1.489(9) .
N2 C4 1.490(5) .
N2 C4 1.490(5) 10_556
C3 C2 1.372(6) .
C3 C2 1.372(6) 12_655
C3 H3 0.9500 .
C1 C2 1.390(6) .
C1 C4 1.504(7) .
C2 H2 0.9500 .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
N3 C10 1.132(13) .
Cl1 Cl1 0.797(4) 10_556
O1 O1 0.668(11) 12_655
C10 C12 1.468(13) 4_566
C10 C10 1.53(2) 4_566
C12 C12 1.15(2) 4_566
C12 C10 1.468(13) 4_566
