#------------------------------------------------------------------------------
#$Date: 2025-08-21 03:19:08 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/35/4503526.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_4503526
loop_
_publ_author_name
'Masci, Bernardo'
'Thuéry, Pierre'
_publ_section_title
;
 Pyrazinetetracarboxylic Acid as an Assembler Ligand in
 Uranyl−Organic Frameworks
;
_journal_issue                   5
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1689
_journal_paper_doi               10.1021/cg701246j
_journal_volume                  8
_journal_year                    2008
_chemical_formula_sum            'C16 H12 K2 N4 O22 U'
_chemical_formula_weight         928.53
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                110.274(2)
_cell_angle_beta                 107.093(3)
_cell_angle_gamma                90.135(2)
_cell_formula_units_Z            1
_cell_length_a                   8.0517(3)
_cell_length_b                   8.7548(4)
_cell_length_c                   10.2542(4)
_cell_measurement_reflns_used    32529
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.68
_cell_measurement_theta_min      3.43
_cell_volume                     643.71(5)
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Hooft, 1998)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1999)'
_computing_publication_material
'SHELXTL (Sheldrick, 1999); PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method       'two φ and eight ω scans with 2° steps'
_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  0.0289
_diffrn_reflns_av_sigmaI/netI    0.0312
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            32529
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         3.43
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    6.740
_exptl_absorpt_correction_T_max  0.583
_exptl_absorpt_correction_T_min  0.472
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_density_diffrn    2.395
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             442
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.620
_refine_diff_density_min         -0.942
_refine_diff_density_rms         0.147
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     205
_refine_ls_number_reflns         2448
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.0148
_refine_ls_R_factor_gt           0.0127
_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)+(0.0105P)²+0.5147P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0330
_refine_ls_wR_factor_ref         0.0331
_reflns_number_gt                2436
_reflns_number_total             2448
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg701246j.cif
_cod_data_source_block           5
_cod_database_code               4503526
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
U U 0.5000 0.5000 0.5000 0.00842(4) Uani 1 2 d S
K K 0.55548(7) 0.76531(6) 0.98730(7) 0.01823(12) Uani 1 1 d .
O1 O 0.4302(2) 0.7263(2) 0.6898(2) 0.0156(4) Uani 1 1 d .
O2 O 0.3003(2) 0.94502(19) 0.7822(2) 0.0135(4) Uani 1 1 d .
O3 O 0.3749(2) 0.47650(19) 0.2430(2) 0.0129(4) Uani 1 1 d .
O4 O 0.2900(2) 0.57105(19) 0.0595(2) 0.0136(3) Uani 1 1 d .
O5 O 0.2790(2) 0.9408(2) 0.0756(2) 0.0171(4) Uani 1 1 d .
O6 O 0.0128(2) 0.82205(19) 0.0402(2) 0.0141(4) Uani 1 1 d .
H6 H 0.0005 0.8115 -0.0529 0.017 Uiso 1 1 d R
O7 O 0.3572(2) 1.24153(18) 0.7343(2) 0.0121(3) Uani 1 1 d .
O8 O 0.0792(2) 1.21301(19) 0.5903(2) 0.0132(4) Uani 1 1 d .
H8 H 0.0810 1.3177 0.6659 0.016 Uiso 1 1 d R
O9 O 0.3036(2) 0.38950(19) 0.4775(2) 0.0149(4) Uani 1 1 d .
O10 O 0.0018(2) 0.78499(19) -0.2245(2) 0.0137(3) Uani 1 1 d .
H10A H 0.1002 0.8493 -0.2202 0.016 Uiso 1 1 d R
H10B H -0.0896 0.8026 -0.2952 0.016 Uiso 1 1 d R
O11 O 0.0425(2) 1.47106(19) 0.7832(2) 0.0157(4) Uani 1 1 d .
H11A H 0.1008 1.5014 0.8874 0.019 Uiso 1 1 d R
H11B H 0.0183 1.5622 0.7630 0.019 Uiso 1 1 d R
N1 N 0.3430(2) 0.7450(2) 0.4361(2) 0.0086(4) Uani 1 1 d .
N2 N 0.2102(2) 1.0113(2) 0.3727(2) 0.0102(4) Uani 1 1 d .
C1 C 0.3211(3) 0.8768(3) 0.5414(3) 0.0094(5) Uani 1 1 d .
C2 C 0.2972(3) 0.7414(3) 0.2997(3) 0.0096(5) Uani 1 1 d .
C3 C 0.2285(3) 0.8764(3) 0.2678(3) 0.0095(5) Uani 1 1 d .
C4 C 0.2558(3) 1.0125(3) 0.5094(3) 0.0089(5) Uani 1 1 d .
C5 C 0.3543(3) 0.8520(3) 0.6852(3) 0.0110(5) Uani 1 1 d .
C6 C 0.3211(3) 0.5841(3) 0.1885(3) 0.0108(5) Uani 1 1 d .
C7 C 0.1774(3) 0.8814(3) 0.1163(3) 0.0107(5) Uani 1 1 d .
C8 C 0.2364(3) 1.1681(3) 0.6252(3) 0.0093(5) 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.2009 0.2494 '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'
N N 0.0061 0.0033 '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
O9 U O9 180.0 . 2_666
O9 U O1 92.75(7) . 2_666
O9 U O1 87.25(7) 2_666 2_666
O9 U O1 87.25(7) . .
O9 U O1 92.75(7) 2_666 .
O1 U O1 180.00(8) 2_666 .
O9 U O3 87.32(7) . .
O9 U O3 92.68(7) 2_666 .
O1 U O3 61.54(5) 2_666 .
O1 U O3 118.46(5) . .
O9 U O3 92.68(7) . 2_666
O9 U O3 87.32(7) 2_666 2_666
O1 U O3 118.46(5) 2_666 2_666
O1 U O3 61.54(5) . 2_666
O3 U O3 180.0 . 2_666
O9 U N1 94.36(6) . .
O9 U N1 85.63(6) 2_666 .
O1 U N1 120.41(6) 2_666 .
O1 U N1 59.59(6) . .
O3 U N1 59.84(6) . .
O3 U N1 120.16(6) 2_666 .
O9 U N1 85.64(6) . 2_666
O9 U N1 94.37(6) 2_666 2_666
O1 U N1 59.59(6) 2_666 2_666
O1 U N1 120.41(6) . 2_666
O3 U N1 120.16(6) . 2_666
O3 U N1 59.84(6) 2_666 2_666
N1 U N1 180.0 . 2_666
O2 K O7 62.64(5) 2_677 2_677
O2 K O3 142.66(5) 2_677 2_666
O7 K O3 122.95(5) 2_677 2_666
O2 K O1 125.88(5) 2_677 .
O7 K O1 170.80(5) 2_677 .
O3 K O1 53.48(5) 2_666 .
O2 K O5 70.61(5) 2_677 1_556
O7 K O5 82.03(5) 2_677 1_556
O3 K O5 143.19(6) 2_666 1_556
O1 K O5 97.31(5) . 1_556
O2 K O4 110.73(5) 2_677 1_556
O7 K O4 61.95(5) 2_677 1_556
O3 K O4 102.03(5) 2_666 1_556
O1 K O4 109.48(5) . 1_556
O5 K O4 63.73(4) 1_556 1_556
O2 K O4 125.56(5) 2_677 2_666
O7 K O4 79.03(5) 2_677 2_666
O3 K O4 44.01(5) 2_666 2_666
O1 K O4 96.43(5) . 2_666
O5 K O4 142.64(5) 1_556 2_666
O4 K O4 78.94(5) 1_556 2_666
O2 K O5 61.23(5) 2_677 2_676
O7 K O5 121.15(5) 2_677 2_676
O3 K O5 93.26(5) 2_666 2_676
O1 K O5 68.04(5) . 2_676
O5 K O5 95.09(4) 1_556 2_676
O4 K O5 158.58(4) 1_556 2_676
O4 K O5 122.27(4) 2_666 2_676
O2 K O2 94.13(5) 2_677 .
O7 K O2 140.25(5) 2_677 .
O3 K O2 95.41(5) 2_666 .
O1 K O2 41.93(4) . .
O5 K O2 59.14(5) 1_556 .
O4 K O2 103.21(4) 1_556 .
O4 K O2 137.27(5) 2_666 .
O5 K O2 59.98(4) 2_676 .
C6 K O2 116.23(5) 2_666 .
C5 O1 U 131.71(16) . .
C5 O1 K 106.00(15) . .
U O1 K 121.91(6) . .
C5 O2 K 133.14(14) . 2_677
C5 O2 K 83.41(13) . .
K O2 K 85.87(5) 2_677 .
C6 O3 U 130.65(16) . .
C6 O3 K 102.60(15) . 2_666
U O3 K 123.03(6) . 2_666
C6 O4 K 117.36(14) . 1_554
C6 O4 K 86.12(12) . 2_666
K O4 K 101.06(4) 1_554 2_666
C7 O5 K 121.57(14) . 1_554
C7 O5 K 153.44(14) . 2_676
K O5 K 84.91(4) 1_554 2_676
C8 O7 K 130.72(14) . 2_677
C2 N1 C1 119.27(18) . .
C2 N1 U 119.81(14) . .
C1 N1 U 120.74(15) . .
C3 N2 C4 117.73(18) . .
N1 C1 C4 120.4(2) . .
N1 C1 C5 112.72(18) . .
C4 C1 C5 126.5(2) . .
N1 C2 C3 120.0(2) . .
N1 C2 C6 114.84(19) . .
C3 C2 C6 125.1(2) . .
N2 C3 C2 121.5(2) . .
N2 C3 C7 115.82(18) . .
C2 C3 C7 122.6(2) . .
N2 C4 C1 121.0(2) . .
N2 C4 C8 116.17(18) . .
C1 C4 C8 122.8(2) . .
O2 C5 O1 126.0(2) . .
O2 C5 C1 120.23(19) . .
O1 C5 C1 113.7(2) . .
O4 C6 O3 126.9(2) . .
O4 C6 C2 119.97(19) . .
O3 C6 C2 113.2(2) . .
O5 C7 O6 125.9(2) . .
O5 C7 C3 121.3(2) . .
O6 C7 C3 112.76(19) . .
O7 C8 O8 125.9(2) . .
O7 C8 C4 121.95(19) . .
O8 C8 C4 112.1(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
U O9 1.7649(16) .
U O9 1.7649(16) 2_666
U O1 2.4507(17) 2_666
U O1 2.4507(17) .
U O3 2.4626(18) .
U O3 2.4626(18) 2_666
U N1 2.6696(17) .
U N1 2.6696(17) 2_666
K O2 2.7542(19) 2_677
K O7 2.7549(18) 2_677
K O3 2.7734(18) 2_666
K O1 2.8124(19) .
K O5 2.8935(17) 1_556
K O4 3.1300(17) 1_556
K O4 3.1367(16) 2_666
K O5 3.2328(16) 2_676
K O2 3.2998(17) .
K K 4.1430(10) 2_677
O1 C5 1.268(3) .
O2 C5 1.239(3) .
O2 K 2.7542(18) 2_677
O3 C6 1.270(3) .
O3 K 2.7734(18) 2_666
O4 C6 1.235(3) .
O4 K 3.1301(17) 1_554
O4 K 3.1367(16) 2_666
O5 C7 1.210(3) .
O5 K 2.8935(17) 1_554
O5 K 3.2328(16) 2_676
O6 C7 1.320(3) .
O7 C8 1.212(3) .
O7 K 2.7549(18) 2_677
O8 C8 1.311(3) .
N1 C2 1.326(3) .
N1 C1 1.334(3) .
N2 C3 1.337(3) .
N2 C4 1.337(3) .
C1 C4 1.403(3) .
C1 C5 1.510(3) .
C2 C3 1.405(3) .
C2 C6 1.509(3) .
C3 C7 1.502(3) .
C4 C8 1.509(3) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O6 H6 O10 0.90 1.70 2.594(3) 173.1 .
O8 H8 O11 0.97 1.56 2.521(2) 167.4 .
O10 H10A O2 0.95 1.80 2.751(2) 172.0 1_554
O10 H10B N2 0.92 2.16 2.961(2) 144.0 2_575
O11 H11A O4 0.97 1.86 2.779(3) 156.0 1_566
O11 H11B O10 0.90 1.92 2.794(2) 164.4 1_566
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139145260
