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#$Date: 2025-07-01 14:16:17 +0300 (Tue, 01 Jul 2025) $
#$Revision: 1209 $
#$URL: svn://crystallography.net/testcod/cif/7/20/00/7200069.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_7200069
loop_
_publ_author_name
'Többens, Daniel M.'
'Glinneman, Jürgen'
'Chierotti, Michele R.'
'van de Streek, Jacco'
'Sheptyakov, Denis'
_publ_section_title
;
 On the high-temperature phase of barbituric acid
;
_journal_issue                   9
_journal_name_full               CrystEngComm
_journal_page_first              3046
_journal_paper_doi               10.1039/c2ce06636j
_journal_volume                  14
_journal_year                    2012
_chemical_compound_source        commercial
_chemical_formula_moiety         'C4 H4 N2 O3'
_chemical_formula_sum            'C4 H4 N2 O3'
_chemical_formula_weight         128.086
_chemical_name_common            'Barbituric acid'
_chemical_name_systematic        2,4,6(1H,3H,5H)-pyrimidinetrione
_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_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_cell_angle_alpha                90.000
_cell_angle_beta                 89.865(2)
_cell_angle_gamma                90.00000
_cell_formula_units_Z            4
_cell_length_a                   8.5302(3)
_cell_length_b                   6.8167(3)
_cell_length_c                   9.3304(4)
_cell_measurement_temperature    509
_cell_volume                     542.54(4)
_diffrn_ambient_temperature      509
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.568
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             264
_refine_ls_number_parameters     108
_refine_ls_number_restraints     21
_cod_data_source_file            c2ce06636j.cif
_cod_data_source_block           Barbituric_acid_HT-form
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7200069
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,y,-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
-x+1/2,-y+1/2,-z
x+1/2,-y+1/2,z+1/2
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_type_symbol
_atom_site_refinement_flags_posn
N1 0.00000 0.4925(4) 0.25000 0.093(2) 1.00000 Uiso N D
H1 0.00000 0.6406(4) 0.25000 0.093(2) 1.00000 Uiso H R
C2 -0.0967(6) 0.4004(3) 0.3469(5) 0.078(4) 0.50000 Uiso C D
N3 -0.0846(6) 0.1970(5) 0.3504(5) 0.043(3) 0.50000 Uiso N D
H3 -0.1421(6) 0.1266(5) 0.4298(5) 0.043(3) 0.50000 Uiso H R
C4 0.00000 0.0798(3) 0.25000 0.108(8) 1.00000 Uani C D
C5 0.0846(6) 0.1970(5) 0.1496(5) 0.238(16) 0.50000 Uani C D
H5a 0.0394(6) 0.1599(5) 0.0447(5) 0.238(16) 0.50000 Uani H R
H5b 0.2040(6) 0.1432(5) 0.1521(5) 0.238(16) 0.50000 Uani H R
C6 0.0967(6) 0.4004(3) 0.1531(5) 0.154(7) 0.50000 Uani C D
O7 -0.1805(4) 0.4850(4) 0.4326(3) 0.098 0.50000 Uiso O D
O8 0.00000 -0.0995(3) 0.25000 0.250(10) 1.00000 Uani O D
O9 0.1805(4) 0.4850(4) 0.0674(3) 0.154(7) 0.50000 Uani O D
loop_
_atom_type_symbol
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
n 12.21260 0.00570 3.13220 9.89330 2.01250 28.99750 1.16630 0.58260 -11.52900
0.02900 0.01800
International_Tables_for_Crystallography_Vol.C(1991)_Tables_6.1.1.4_and_6.1.1.5
h 0.49300 10.51090 0.32291 26.12570 0.14019 3.14236 0.04081 57.79970 0.00304
0.00000 0.00000
International_Tables_for_Crystallography_Vol.C(1991)_Tables_6.1.1.4_and_6.1.1.5
c 2.31000 20.84390 1.02000 10.20750 1.58860 0.56870 0.86500 51.65120 0.21560
0.01700 0.00900
International_Tables_for_Crystallography_Vol.C(1991)_Tables_6.1.1.4_and_6.1.1.5
o 3.04850 13.27710 2.28680 5.70110 1.54630 0.32390 0.86700 32.90890 0.25080
0.04700 0.03200
International_Tables_for_Crystallography_Vol.C(1991)_Tables_6.1.1.4_and_6.1.1.5
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
C2 N1 H1 117.2(4) . . ?
C6 N1 H1 117.2(4) . . ?
C2 N1 C6 125.6(6) . . ?
N1 C2 N3 115.2(4) . . ?
N1 C2 O7 124.5(4) . . ?
N3 C2 O7 120.0(5) . . ?
C2 N3 C4 125.5(4) . . ?
C2 N3 H3 117.1(6) . . ?
C4 N3 H3 117.4(6) . . ?
N3 C4 C5 111.9(5) . . ?
N3 C4 O8 124.1(4) . . ?
C5 C4 O8 124.1(4) . . ?
C4 C5 C6 125.5(4) . . ?
C4 C5 H5a 106.4(5) . . ?
C4 C5 H5b 105.7(6) . . ?
C6 C5 H5a 106.3(5) . . ?
C6 C5 H5b 105.5(5) . . ?
H5a C5 H5b 106.1(8) . . ?
N1 C6 C5 115.2(4) . . ?
N1 C6 O9 124.5(4) . . ?
C5 C6 O9 120.0(5) . . ?
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
N1 H1 1.010(4) . ?
N1 C2 1.374(5) . ?
N1 C6 1.374(5) . ?
C2 N3 1.391(4) . ?
C2 O7 1.217(5) . ?
N3 C4 1.426(5) . ?
N3 H3 1.009(6) . ?
C4 C5 1.426(5) . ?
C4 O8 1.222(3) . ?
C5 C6 1.391(4) . ?
C5 H5a 1.083(7) . ?
C5 H5b 1.083(7) . ?
C6 O9 1.217(5) . ?
