#------------------------------------------------------------------------------
#$Date: 2016-03-21 13:10:46 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178692 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/03/4080318.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_4080318
loop_
_publ_author_name
'Mora, Elsa'
'Maria, Leonor'
'Biswas, Biplab'
'Camp, Clément'
'Santos, Isabel C.'
'Pécaut, Jacques'
'Cruz, Adelaide'
'Carretas, José M.'
'Marçalo, Joaquim'
'Mazzanti, Marinella'
_publ_section_title
;
 Diamine Bis(phenolate) as Supporting Ligands in Organoactinide(IV)
 Chemistry. Synthesis, Structural Characterization, and Reactivity of
 Stable Dialkyl Derivatives
;
_journal_issue                   5
_journal_name_full               Organometallics
_journal_page_first              1409
_journal_paper_doi               10.1021/om3010806
_journal_volume                  32
_journal_year                    2013
_chemical_formula_moiety         'C68 H108 N4 O4 U, C4 H8 O'
_chemical_formula_sum            'C72 H116 N4 O5 U'
_chemical_formula_weight         1355.72
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_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                 99.6200(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.2767(3)
_cell_length_b                   24.4463(4)
_cell_length_c                   16.6782(3)
_cell_measurement_reflns_used    9959
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.86
_cell_measurement_theta_min      2.68
_cell_volume                     7347.0(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    ORTEP3(Farrugia,1997)
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR97 (Altomare, 1999)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0474
_diffrn_reflns_av_sigmaI/netI    0.0365
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            35090
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         2.99
_exptl_absorpt_coefficient_mu    2.256
_exptl_absorpt_correction_T_max  0.8055
_exptl_absorpt_correction_T_min  0.6864
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'sadabs; Sheldrick 2004'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2832
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.266
_refine_diff_density_min         -0.815
_refine_diff_density_rms         0.099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.124
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     382
_refine_ls_number_reflns         6967
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.124
_refine_ls_R_factor_all          0.0357
_refine_ls_R_factor_gt           0.0309
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0403P)²+1.1499P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0821
_refine_ls_wR_factor_ref         0.0838
_reflns_number_gt                6382
_reflns_number_total             6967
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            om3010806_si_002.cif
_cod_data_source_block           Comp-2.THF
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4080318
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 0.5000 0.121474(7) 0.2500 0.01452(7) Uani 1 2 d S
O1 O 0.38964(13) 0.09689(10) 0.27687(15) 0.0185(5) Uani 1 1 d .
O2 O 0.46239(14) 0.14937(10) 0.12027(15) 0.0191(5) Uani 1 1 d .
N1 N 0.45519(17) 0.02419(12) 0.17212(19) 0.0195(6) Uani 1 1 d .
N2 N 0.57595(18) 0.21900(12) 0.23480(19) 0.0214(7) Uani 1 1 d .
C1 C 0.3315(2) 0.06185(14) 0.2652(2) 0.0189(8) Uani 1 1 d .
C2 C 0.2802(2) 0.05544(15) 0.3200(2) 0.0217(8) Uani 1 1 d .
C3 C 0.2231(2) 0.01770(16) 0.2994(2) 0.0261(9) Uani 1 1 d .
H3 H 0.1888 0.0135 0.3359 0.031 Uiso 1 1 calc R
C4 C 0.2125(2) -0.01404(16) 0.2303(3) 0.0265(9) Uani 1 1 d .
C5 C 0.2637(2) -0.00767(15) 0.1782(2) 0.0239(8) Uani 1 1 d .
H5 H 0.2584 -0.0290 0.1299 0.029 Uiso 1 1 calc R
C6 C 0.3224(2) 0.02899(15) 0.1946(2) 0.0201(8) Uani 1 1 d .
C7 C 0.2816(2) 0.08966(17) 0.3977(2) 0.0259(9) Uani 1 1 d .
C8 C 0.1461(2) -0.05287(18) 0.2097(3) 0.0355(10) Uani 1 1 d .
C9 C 0.3761(2) 0.03198(15) 0.1354(2) 0.0212(8) Uani 1 1 d .
H9A H 0.3624 0.0037 0.0930 0.025 Uiso 1 1 calc R
H9B H 0.3708 0.0681 0.1082 0.025 Uiso 1 1 calc R
C10 C 0.4632(2) -0.02586(14) 0.2226(3) 0.0245(8) Uani 1 1 d .
H10A H 0.4591 -0.0585 0.1870 0.029 Uiso 1 1 calc R
H10B H 0.4229 -0.0275 0.2555 0.029 Uiso 1 1 calc R
C11 C 0.3592(2) 0.09258(18) 0.4490(2) 0.0282(9) Uani 1 1 d .
H11A H 0.3745 0.0560 0.4691 0.042 Uiso 1 1 calc R
H11B H 0.3583 0.1172 0.4952 0.042 Uiso 1 1 calc R
H11C H 0.3944 0.1064 0.4156 0.042 Uiso 1 1 calc R
C12 C 0.2502(2) 0.14681(17) 0.3739(3) 0.0312(9) Uani 1 1 d .
H12A H 0.2546 0.1698 0.4226 0.047 Uiso 1 1 calc R
H12B H 0.1979 0.1437 0.3491 0.047 Uiso 1 1 calc R
H12C H 0.2782 0.1634 0.3349 0.047 Uiso 1 1 calc R
C13 C 0.2314(3) 0.0647(2) 0.4546(3) 0.0379(11) Uani 1 1 d .
H13A H 0.2472 0.0271 0.4685 0.057 Uiso 1 1 calc R
H13B H 0.1797 0.0647 0.4270 0.057 Uiso 1 1 calc R
H13C H 0.2358 0.0865 0.5045 0.057 Uiso 1 1 calc R
C14 C 0.0900(4) -0.0270(3) 0.1457(4) 0.0769(19) Uani 1 1 d U
H14A H 0.0496 -0.0529 0.1282 0.115 Uiso 1 1 calc R
H14B H 0.1135 -0.0170 0.0991 0.115 Uiso 1 1 calc R
H14C H 0.0700 0.0059 0.1679 0.115 Uiso 1 1 calc R
C15 C 0.1128(3) -0.0676(2) 0.2843(4) 0.0537(15) Uani 1 1 d .
H15A H 0.0893 -0.0352 0.3035 0.081 Uiso 1 1 calc R
H15B H 0.1520 -0.0808 0.3272 0.081 Uiso 1 1 calc R
H15C H 0.0755 -0.0964 0.2702 0.081 Uiso 1 1 calc R
C16 C 0.1714(4) -0.1079(2) 0.1786(4) 0.0669(19) Uani 1 1 d .
H16A H 0.1293 -0.1332 0.1690 0.100 Uiso 1 1 calc R
H16B H 0.2107 -0.1235 0.2194 0.100 Uiso 1 1 calc R
H16C H 0.1904 -0.1021 0.1277 0.100 Uiso 1 1 calc R
C17 C 0.4983(2) 0.01742(16) 0.1059(2) 0.0256(9) Uani 1 1 d .
H17A H 0.4777 -0.0129 0.0707 0.038 Uiso 1 1 calc R
H17B H 0.5502 0.0094 0.1288 0.038 Uiso 1 1 calc R
H17C H 0.4959 0.0512 0.0739 0.038 Uiso 1 1 calc R
C21 C 0.4586(2) 0.19352(15) 0.0706(2) 0.0205(8) Uani 1 1 d .
C22 C 0.4008(2) 0.20309(16) 0.0044(2) 0.0250(8) Uani 1 1 d .
C23 C 0.4002(2) 0.25331(17) -0.0364(3) 0.0294(9) Uani 1 1 d .
H23 H 0.3602 0.2604 -0.0794 0.035 Uiso 1 1 calc R
C24 C 0.4542(2) 0.29340(16) -0.0183(3) 0.0289(9) Uani 1 1 d .
C25 C 0.5131(2) 0.28113(16) 0.0425(2) 0.0268(9) Uani 1 1 d .
H25 H 0.5524 0.3067 0.0547 0.032 Uiso 1 1 calc R
C26 C 0.5166(2) 0.23255(15) 0.0863(2) 0.0217(8) Uani 1 1 d .
C27 C 0.3411(2) 0.15998(17) -0.0270(3) 0.0302(9) Uani 1 1 d .
C28 C 0.4480(3) 0.34939(18) -0.0610(3) 0.0394(11) Uani 1 1 d .
C29 C 0.5846(2) 0.22092(15) 0.1477(2) 0.0223(8) Uani 1 1 d .
H29A H 0.6051 0.1853 0.1338 0.027 Uiso 1 1 calc R
H29B H 0.6221 0.2492 0.1418 0.027 Uiso 1 1 calc R
C30 C 0.5419(2) 0.27010(15) 0.2594(3) 0.0289(9) Uani 1 1 d .
H30A H 0.5607 0.3014 0.2311 0.035 Uiso 1 1 calc R
H30B H 0.5577 0.2756 0.3185 0.035 Uiso 1 1 calc R
C31 C 0.2927(2) 0.14711(18) 0.0372(3) 0.0335(10) Uani 1 1 d .
H31A H 0.3245 0.1390 0.0892 0.050 Uiso 1 1 calc R
H31B H 0.2613 0.1153 0.0198 0.050 Uiso 1 1 calc R
H31C H 0.2612 0.1787 0.0437 0.050 Uiso 1 1 calc R
C32 C 0.3799(3) 0.10873(18) -0.0524(3) 0.0339(10) Uani 1 1 d .
H32A H 0.4150 0.0950 -0.0059 0.051 Uiso 1 1 calc R
H32B H 0.4067 0.1180 -0.0968 0.051 Uiso 1 1 calc R
H32C H 0.3428 0.0805 -0.0708 0.051 Uiso 1 1 calc R
C33 C 0.2867(3) 0.1794(2) -0.1026(3) 0.0485(13) Uani 1 1 d .
H33A H 0.2514 0.1501 -0.1212 0.073 Uiso 1 1 calc R
H33B H 0.3145 0.1889 -0.1460 0.073 Uiso 1 1 calc R
H33C H 0.2596 0.2117 -0.0885 0.073 Uiso 1 1 calc R
C34 C 0.3896(3) 0.3501(2) -0.1381(3) 0.0528(14) Uani 1 1 d .
H34A H 0.3867 0.3868 -0.1618 0.079 Uiso 1 1 calc R
H34B H 0.3412 0.3400 -0.1245 0.079 Uiso 1 1 calc R
H34C H 0.4034 0.3238 -0.1773 0.079 Uiso 1 1 calc R
C35 C 0.4241(3) 0.39066(19) -0.0015(4) 0.0518(14) Uani 1 1 d .
H35A H 0.4608 0.3912 0.0486 0.078 Uiso 1 1 calc R
H35B H 0.3756 0.3800 0.0113 0.078 Uiso 1 1 calc R
H35C H 0.4205 0.4271 -0.0262 0.078 Uiso 1 1 calc R
C36 C 0.5221(3) 0.3669(3) -0.0824(5) 0.071(2) Uani 1 1 d .
H36A H 0.5596 0.3677 -0.0329 0.106 Uiso 1 1 calc R
H36B H 0.5173 0.4035 -0.1068 0.106 Uiso 1 1 calc R
H36C H 0.5372 0.3409 -0.1212 0.106 Uiso 1 1 calc R
C37 C 0.6515(2) 0.21555(17) 0.2826(2) 0.0281(9) Uani 1 1 d .
H37A H 0.6742 0.1807 0.2713 0.042 Uiso 1 1 calc R
H37B H 0.6488 0.2178 0.3407 0.042 Uiso 1 1 calc R
H37C H 0.6816 0.2458 0.2676 0.042 Uiso 1 1 calc R
O3 O 0.5617(5) 0.2017(4) 0.8773(6) 0.076(3) Uiso 0.50 1 d P
C40 C 0.5711(5) 0.1555(3) 0.8438(5) 0.0318(19) Uiso 0.50 1 d P
H40A H 0.5248 0.1430 0.8092 0.038 Uiso 0.50 1 calc PR
H40B H 0.5881 0.1272 0.8851 0.038 Uiso 0.50 1 calc PR
C41 C 0.6225(8) 0.1664(6) 0.7999(9) 0.078(4) Uiso 0.50 1 d P
H41A H 0.6003 0.1830 0.7473 0.094 Uiso 0.50 1 calc PR
H41B H 0.6492 0.1327 0.7891 0.094 Uiso 0.50 1 calc PR
C42 C 0.6731(8) 0.2051(6) 0.8484(9) 0.079(4) Uiso 0.50 1 d P
H42A H 0.7185 0.1860 0.8751 0.095 Uiso 0.50 1 calc PR
H42B H 0.6877 0.2344 0.8134 0.095 Uiso 0.50 1 calc PR
C43 C 0.6344(6) 0.2274(4) 0.9074(7) 0.046(2) Uiso 0.50 1 d P
H43A H 0.6321 0.2678 0.9049 0.055 Uiso 0.50 1 calc PR
H43B H 0.6555 0.2155 0.9632 0.055 Uiso 0.50 1 calc PR
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'
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 U1 O1 148.60(12) 2_655 .
O1 U1 O2 97.67(9) 2_655 2_655
O1 U1 O2 91.70(9) . 2_655
O1 U1 O2 91.70(9) 2_655 .
O1 U1 O2 97.67(9) . .
O2 U1 O2 144.93(12) 2_655 .
O1 U1 N1 69.80(9) 2_655 2_655
O1 U1 N1 83.12(9) . 2_655
O2 U1 N1 77.96(9) 2_655 2_655
O2 U1 N1 136.59(9) . 2_655
O1 U1 N1 83.12(9) 2_655 .
O1 U1 N1 69.80(9) . .
O2 U1 N1 136.59(9) 2_655 .
O2 U1 N1 77.96(9) . .
N1 U1 N1 61.51(13) 2_655 .
O1 U1 N2 74.38(9) 2_655 .
O1 U1 N2 137.02(9) . .
O2 U1 N2 75.72(9) 2_655 .
O2 U1 N2 74.46(9) . .
N1 U1 N2 131.60(9) 2_655 .
N1 U1 N2 143.51(9) . .
O1 U1 N2 137.02(9) 2_655 2_655
O1 U1 N2 74.38(9) . 2_655
O2 U1 N2 74.46(9) 2_655 2_655
O2 U1 N2 75.72(9) . 2_655
N1 U1 N2 143.51(9) 2_655 2_655
N1 U1 N2 131.60(9) . 2_655
N2 U1 N2 62.69(13) . 2_655
C1 O1 U1 149.3(2) . .
C21 O2 U1 143.2(2) . .
C17 N1 C10 108.7(3) . .
C17 N1 C9 108.2(3) . .
C10 N1 C9 109.8(3) . .
C17 N1 U1 107.2(2) . .
C10 N1 U1 116.8(2) . .
C9 N1 U1 105.9(2) . .
C37 N2 C30 107.3(3) . .
C37 N2 C29 106.6(3) . .
C30 N2 C29 111.2(3) . .
C37 N2 U1 109.6(2) . .
C30 N2 U1 117.1(2) . .
C29 N2 U1 104.6(2) . .
O1 C1 C6 117.5(3) . .
O1 C1 C2 124.3(3) . .
C6 C1 C2 118.2(3) . .
C3 C2 C1 117.5(4) . .
C3 C2 C7 118.3(3) . .
C1 C2 C7 124.0(3) . .
C4 C3 C2 125.1(4) . .
C3 C4 C5 116.5(4) . .
C3 C4 C8 122.1(4) . .
C5 C4 C8 121.3(4) . .
C4 C5 C6 121.8(4) . .
C5 C6 C1 120.8(3) . .
C5 C6 C9 117.9(3) . .
C1 C6 C9 121.3(3) . .
C11 C7 C12 111.9(3) . .
C11 C7 C2 112.4(3) . .
C12 C7 C2 108.9(3) . .
C11 C7 C13 105.2(3) . .
C12 C7 C13 106.4(3) . .
C2 C7 C13 111.9(3) . .
C14 C8 C15 111.4(5) . .
C14 C8 C4 108.7(4) . .
C15 C8 C4 112.0(4) . .
C14 C8 C16 109.8(5) . .
C15 C8 C16 104.6(4) . .
C4 C8 C16 110.1(4) . .
N1 C9 C6 114.8(3) . .
N1 C10 C10 110.0(3) . 2_655
O2 C21 C22 124.3(3) . .
O2 C21 C26 117.6(3) . .
C22 C21 C26 118.1(3) . .
C23 C22 C21 117.8(4) . .
C23 C22 C27 119.0(4) . .
C21 C22 C27 123.0(3) . .
C24 C23 C22 124.4(4) . .
C25 C24 C23 116.4(4) . .
C25 C24 C28 121.4(4) . .
C23 C24 C28 122.2(4) . .
C24 C25 C26 122.2(4) . .
C25 C26 C21 120.7(4) . .
C25 C26 C29 118.7(3) . .
C21 C26 C29 120.5(3) . .
C31 C27 C32 111.9(3) . .
C31 C27 C22 111.2(3) . .
C32 C27 C22 108.5(3) . .
C31 C27 C33 105.4(4) . .
C32 C27 C33 106.9(4) . .
C22 C27 C33 112.9(4) . .
C36 C28 C34 108.9(5) . .
C36 C28 C35 109.3(5) . .
C34 C28 C35 107.6(4) . .
C36 C28 C24 111.1(4) . .
C34 C28 C24 112.7(4) . .
C35 C28 C24 107.1(4) . .
N2 C29 C26 117.5(3) . .
N2 C30 C30 113.6(3) . 2_655
C40 O3 C43 110.0(9) . .
O3 C40 C41 103.0(10) . .
C40 C41 C42 105.5(12) . .
C43 C42 C41 106.9(12) . .
C42 C43 O3 97.2(10) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
U1 O1 2.221(2) 2_655
U1 O1 2.221(2) .
U1 O2 2.263(2) 2_655
U1 O2 2.263(2) .
U1 N1 2.767(3) 2_655
U1 N1 2.767(3) .
U1 N2 2.792(3) .
U1 N2 2.792(3) 2_655
O1 C1 1.353(4) .
O2 C21 1.356(4) .
N1 C17 1.470(5) .
N1 C10 1.478(5) .
N1 C9 1.485(5) .
N2 C37 1.477(5) .
N2 C30 1.484(5) .
N2 C29 1.487(5) .
C1 C6 1.412(5) .
C1 C2 1.424(5) .
C2 C3 1.392(5) .
C2 C7 1.539(5) .
C3 C4 1.376(6) .
C4 C5 1.388(6) .
C4 C8 1.534(6) .
C5 C6 1.390(5) .
C6 C9 1.507(5) .
C7 C11 1.531(6) .
C7 C12 1.537(6) .
C7 C13 1.552(6) .
C8 C14 1.491(8) .
C8 C15 1.516(7) .
C8 C16 1.541(7) .
C10 C10 1.495(8) 2_655
C21 C22 1.415(5) .
C21 C26 1.417(5) .
C22 C23 1.403(6) .
C22 C27 1.544(6) .
C23 C24 1.388(6) .
C24 C25 1.382(6) .
C24 C28 1.538(5) .
C25 C26 1.390(5) .
C26 C29 1.501(5) .
C27 C31 1.532(6) .
C27 C32 1.534(6) .
C27 C33 1.545(6) .
C28 C36 1.518(7) .
C28 C34 1.528(7) .
C28 C35 1.529(8) .
C30 C30 1.510(9) 2_655
O3 C40 1.285(12) .
O3 C43 1.480(13) .
C40 C41 1.311(16) .
C41 C42 1.467(19) .
C42 C43 1.412(17) .
