#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:18:24 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179240 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/60/4316096.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_4316096
loop_
_publ_author_name
'Clare E. Rowland'
'Christopher L. Cahill'
_publ_contact_author_address
;Department of Chemistry
George Washington University
725 21st Street, NW
Washington, DC 20052
;
_publ_contact_author_email       cahill@gwu.edu
_publ_contact_author_fax         202-994-5873
_publ_contact_author_name        'Christopher L. Cahill'
_publ_contact_author_phone       202-994-6959
_publ_section_title
;
 Hydrothermal Synthesis of Uranyl Squarates and Squarate-Oxalates:
 Hydrolysis Trends and in Situ Oxalate Formation
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6716
_journal_page_last               6724
_journal_paper_doi               10.1021/ic100887c
_journal_volume                  49
_journal_year                    2010
_chemical_formula_moiety         'C10 O12 U, 2(H2O), 3(NH4)'
_chemical_formula_sum            'C10 H16 N3 O14 U'
_chemical_formula_weight         640.29
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   none
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 113.294(16)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.731(17)
_cell_length_b                   7.280(8)
_cell_length_c                   15.872(16)
_cell_measurement_reflns_used    8828
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.5675
_cell_measurement_theta_min      2.5735
_cell_volume                     1776(3)
_computing_cell_refinement       'ApexII software suite (Bruker AXS)'
_computing_data_collection       'SMART v5.05 (Bruker AXS)'
_computing_data_reduction        'ApexII software suite (Bruker AXS)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WINGX (Farrugia, 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'Bruker Smart APEXII CCD'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0436
_diffrn_reflns_av_sigmaI/netI    0.0319
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            31998
_diffrn_reflns_theta_full        29.57
_diffrn_reflns_theta_max         29.57
_diffrn_reflns_theta_min         1.33
_exptl_absorpt_coefficient_mu    9.222
_exptl_absorpt_correction_T_max  0.692
_exptl_absorpt_correction_T_min  0.520
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SABABS
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    2.395
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1204
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.416
_refine_diff_density_min         -1.144
_refine_diff_density_rms         0.170
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    none
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         4855
_refine_ls_number_restraints     280
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0333
_refine_ls_R_factor_gt           0.0238
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0198P)²+7.1937P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0543
_refine_ls_wR_factor_ref         0.0573
_reflns_number_gt                4108
_reflns_number_total             4855
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic100887c_si_002_2.cif
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4316096
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
U1 U 0.247069(8) 0.70572(2) 0.120513(9) 0.00717(4) Uani 1 1 d U . .
O1 O 0.16329(17) 0.4327(4) 0.07160(18) 0.0113(5) Uani 1 1 d U . .
O2 O 0.33314(18) 0.4524(4) 0.20499(19) 0.0148(6) Uani 1 1 d U A .
O4 O 0.10803(17) 0.7974(4) 0.00660(18) 0.0116(5) Uani 1 1 d U . .
O8 O 0.28657(18) 0.6716(4) 0.03324(18) 0.0126(6) Uani 1 1 d U . .
O9 O 0.20612(18) 0.7352(4) 0.20706(18) 0.0113(6) Uani 1 1 d U . .
C11 C 0.1791(2) 0.3181(6) 0.0184(3) 0.0104(7) Uani 1 1 d U . .
C12 C 0.2177(2) 0.1400(6) 0.0309(3) 0.0098(7) Uani 1 1 d U . .
O12 O 0.24858(19) 0.0314(4) 0.09966(19) 0.0141(6) Uani 1 1 d U . .
C13 C 0.2058(3) 0.1331(6) -0.0657(3) 0.0123(7) Uani 1 1 d U . .
O13 O 0.22302(19) 0.0251(4) -0.11722(18) 0.0138(6) Uani 1 1 d U . .
C14 C 0.1638(3) 0.3196(6) -0.0789(3) 0.0142(8) Uani 1 1 d U . .
O14 O 0.1306(2) 0.4283(5) -0.1435(2) 0.0256(8) Uani 1 1 d U . .
C21 C 0.4122(3) 0.4126(6) 0.2230(3) 0.0123(8) Uani 1 1 d DU . .
C23 C 0.5414(3) 0.3545(6) 0.2555(3) 0.0117(8) Uani 1 1 d DU . .
O3 O 0.38000(18) 0.8234(4) 0.22855(19) 0.0167(6) Uani 1 1 d U . .
C22 C 0.4917(7) 0.4228(12) 0.3061(7) 0.0094(18) Uani 0.491(6) 1 d PDU A 1
O22 O 0.5077(4) 0.4746(9) 0.3869(4) 0.0148(14) Uani 0.491(6) 1 d PDU A 1
C24 C 0.4600(5) 0.3339(14) 0.1705(6) 0.0097(16) Uani 0.491(6) 1 d PDU A 1
O24 O 0.4443(4) 0.2745(9) 0.0927(4) 0.0174(15) Uani 0.491(6) 1 d PDU A 1
C22A C 0.4832(7) 0.3403(13) 0.3039(7) 0.0133(19) Uani 0.509(6) 1 d PDU A 2
O22A O 0.4913(4) 0.2909(10) 0.3815(4) 0.0222(15) Uani 0.509(6) 1 d PDU A 2
C24A C 0.4700(5) 0.4340(15) 0.1749(5) 0.0126(16) Uani 0.509(6) 1 d PDU A 2
O24A O 0.4644(4) 0.4941(9) 0.0990(4) 0.0198(15) Uani 0.509(6) 1 d PDU A 2
C42 C 0.0236(2) 1.0068(6) 0.0718(3) 0.0105(7) Uani 1 1 d U . .
C41 C 0.0491(2) 0.9104(6) 0.0052(2) 0.0095(7) Uani 1 1 d U . .
O42 O 0.04935(19) 1.0199(5) 0.15663(18) 0.0172(6) Uani 1 1 d U . .
OW1 O 0.0230(3) 0.4852(7) 0.1180(3) 0.0547(14) Uani 1 1 d . . .
OW2 O 0.3767(2) 0.0706(5) 0.4169(2) 0.0241(7) Uani 1 1 d . . .
N1 N 0.3879(3) 0.6681(6) 0.4350(2) 0.0222(9) Uani 1 1 d . . .
N2 N 0.2308(2) 1.1763(5) 0.2572(2) 0.0173(8) Uani 1 1 d . . .
N3 N -0.0680(2) 1.2041(6) 0.2209(3) 0.0229(8) 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'
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
_geom_angle_publ_flag
O8 U1 O9 178.70(13) . . ?
O8 U1 O3 94.75(14) . . ?
O9 U1 O3 86.29(14) . . ?
O8 U1 O1 88.95(12) . . ?
O9 U1 O1 89.75(12) . . ?
O3 U1 O1 143.36(10) . . ?
O8 U1 O12 90.17(12) . 1_565 ?
O9 U1 O12 90.90(12) . 1_565 ?
O3 U1 O12 71.56(11) . 1_565 ?
O1 U1 O12 144.99(10) . 1_565 ?
O8 U1 O2 90.13(13) . . ?
O9 U1 O2 89.45(13) . . ?
O3 U1 O2 71.86(12) . . ?
O1 U1 O2 71.69(12) . . ?
O12 U1 O2 143.32(11) 1_565 . ?
O8 U1 O4 90.00(14) . . ?
O9 U1 O4 89.64(14) . . ?
O3 U1 O4 142.70(12) . . ?
O1 U1 O4 73.56(11) . . ?
O12 U1 O4 71.44(10) 1_565 . ?
O2 U1 O4 145.24(10) . . ?
C11 O1 U1 120.6(2) . . ?
C21 O2 U1 130.0(3) . . ?
C41 O4 U1 134.5(2) . . ?
O1 C11 C12 134.3(4) . . ?
O1 C11 C14 133.8(4) . . ?
C12 C11 C14 91.9(3) . . ?
O12 C12 C11 133.4(4) . . ?
O12 C12 C13 135.5(4) . . ?
C11 C12 C13 91.1(3) . . ?
C12 O12 U1 135.0(3) . 1_545 ?
O13 C13 C12 137.3(4) . . ?
O13 C13 C14 133.9(4) . . ?
C12 C13 C14 88.7(3) . . ?
O14 C14 C11 135.5(4) . . ?
O14 C14 C13 136.3(4) . . ?
C11 C14 C13 88.2(3) . . ?
O2 C21 C24A 134.8(5) . . ?
O2 C21 C22 133.4(5) . . ?
C24A C21 C22 84.9(5) . . ?
O2 C21 C22A 133.8(5) . . ?
C24A C21 C22A 91.2(6) . . ?
C22 C21 C22A 24.3(4) . . ?
O2 C21 C24 135.1(5) . . ?
C24A C21 C24 29.4(4) . . ?
C22 C21 C24 91.5(6) . . ?
C22A C21 C24 85.6(6) . . ?
O3 C23 C22 137.0(5) 2_645 . ?
O3 C23 C22A 137.8(5) 2_645 . ?
C22 C23 C22A 24.4(4) . . ?
O3 C23 C24A 131.9(5) 2_645 . ?
C22 C23 C24A 84.3(5) . . ?
C22A C23 C24A 90.3(6) . . ?
O3 C23 C24 132.1(5) 2_645 . ?
C22 C23 C24 91.0(6) . . ?
C22A C23 C24 84.8(6) . . ?
C24A C23 C24 29.0(4) . . ?
C23 O3 U1 145.0(3) 2_655 . ?
O22 C22 C23 136.7(9) . . ?
O22 C22 C21 133.4(9) . . ?
C23 C22 C21 89.9(6) . . ?
O24 C24 C21 138.6(7) . . ?
O24 C24 C23 133.9(7) . . ?
C21 C24 C23 87.5(5) . . ?
O22A C22A C21 135.3(9) . . ?
O22A C22A C23 135.2(9) . . ?
C21 C22A C23 89.4(6) . . ?
O24A C24A C21 136.8(7) . . ?
O24A C24A C23 134.2(7) . . ?
C21 C24A C23 89.0(5) . . ?
O42 C42 C41 137.8(4) . . ?
O42 C42 C41 133.4(4) . 3_575 ?
C41 C42 C41 88.7(3) . 3_575 ?
O4 C41 C42 137.7(4) . . ?
O4 C41 C42 131.1(4) . 3_575 ?
C42 C41 C42 91.3(3) . 3_575 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
U1 O8 1.772(3) . ?
U1 O9 1.774(3) . ?
U1 O3 2.367(3) . ?
U1 O1 2.378(3) . ?
U1 O12 2.396(4) 1_565 ?
U1 O2 2.397(3) . ?
U1 O4 2.408(3) . ?
O1 C11 1.287(5) . ?
O2 C21 1.271(5) . ?
O4 C41 1.277(5) . ?
C11 C12 1.427(6) . ?
C11 C14 1.463(5) . ?
C12 O12 1.279(5) . ?
C12 C13 1.467(5) . ?
O12 U1 2.395(4) 1_545 ?
C13 O13 1.247(5) . ?
C13 C14 1.505(6) . ?
C14 O14 1.239(5) . ?
C21 C24A 1.458(9) . ?
C21 C22 1.459(11) . ?
C21 C22A 1.461(11) . ?
C21 C24 1.479(10) . ?
C23 O3 1.257(5) 2_645 ?
C23 C22 1.453(11) . ?
C23 C22A 1.464(11) . ?
C23 C24A 1.479(9) . ?
C23 C24 1.498(9) . ?
O3 C23 1.257(5) 2_655 ?
C22 O22 1.259(12) . ?
C24 O24 1.235(11) . ?
C22A O22A 1.237(12) . ?
C24A O24A 1.250(10) . ?
C42 O42 1.244(5) . ?
C42 C41 1.467(5) . ?
C42 C41 1.471(5) 3_575 ?
C41 C42 1.471(5) 3_575 ?
