#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:52:38 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301791 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/99/2009998.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2009998
loop_
_publ_author_name
'DesMarteau, D. D.'
'Pennington, W. T.'
'Resnati, G.'
_publ_section_title
;
 Fluorinated barbituric acid derivatives
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1305
_journal_page_last               1308
_journal_paper_doi               10.1107/S0108270193012582
_journal_volume                  50
_journal_year                    1994
_chemical_formula_moiety         'C4 H2 F2 N2 O3'
_chemical_formula_sum            'C4 H2 F2 N2 O3'
_chemical_formula_weight         164.08
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.603(4)
_cell_length_b                   7.718(4)
_cell_length_c                   11.260(6)
_cell_measurement_reflns_used    44
_cell_measurement_temperature    294.0(10)
_cell_measurement_theta_max      16.2
_cell_measurement_theta_min      8.6
_cell_volume                     573.8(6)
_diffrn_measurement_device       'Nicolet R3m/V'
_diffrn_measurement_method       \w/2\q
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            557
_diffrn_reflns_theta_max         24.0
_diffrn_standards_decay_%        .0
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.20
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.93
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.90
_exptl_crystal_description       Parallelepiped
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.273
_refine_diff_density_min         -0.304
_refine_ls_extinction_coef       0.015(4)
_refine_ls_goodness_of_fit_obs   2.96
_refine_ls_number_parameters     102
_refine_ls_number_reflns         520
_refine_ls_R_factor_obs          0.0536
_refine_ls_shift/esd_max         0.0008
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(F) + g(F^2^)], g = 0.00025'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0736
_reflns_number_observed          520
_reflns_number_total             557
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            st1077.cif
_cod_data_source_block           st1077_structure_1_of_2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(F) + g(F^2^)], g =
0.00025' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 1/[\s^2^(F) + g(F^2^)], g = 0.00025'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        573.8(5)
_cod_database_code               2009998
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,-y,1/2+z
-x,1/2+y,1/2-z
1/2+x,1/2-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
F(1) .0504(7) .6731(6) .7811(3) .0580(10)
F(2) .2045(6) .8684(4) .6796(4) .0530(10)
O(2) .1883(6) .2414(5) .5068(4) .0340(10)
O(4) -.1196(7) .7653(6) .5480(4) .052(2)
O(6) .4881(10) .6347(6) .7472(5) .058(2)
N(1) .3309(7) .4350(6) .6307(4) .0330(10)
N(3) .0286(7) .4968(5) .5326(4) .0290(10)
C(2) .1844(9) .3823(6) .5538(5) .025(2)
C(4) .0084(10) .6613(7) .5781(5) .032(2)
C(5) .1549(9) .7023(7) .6790(5) .032(2)
C(6) .3449(10) .5906(8) .6881(5) .033(2)
H(1) .4339 .3590 .6367 .08(2)
H(3) -.0680 .4661 .4802 .08(2)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(2) N(1) C(6) 127.7(5) yes
O(2) C(2) N(1) 122.1(5) yes
N(1) C(2) N(3) 116.7(4) yes
O(4) C(4) C(5) 120.8(5) yes
F(1) C(5) F(2) 106.4(5) yes
F(2) C(5) C(4) 111.2(5) yes
F(2) C(5) C(6) 110.1(5) yes
O(6) C(6) N(1) 124.2(6) yes
N(1) C(6) C(5) 114.2(5) yes
C(2) N(3) C(4) 126.9(5) yes
O(2) C(2) N(3) 121.2(5) yes
O(4) C(4) N(3) 125.0(6) yes
N(3) C(4) C(5) 114.0(5) yes
F(1) C(5) C(4) 105.9(5) yes
F(1) C(5) C(6) 105.5(4) yes
C(4) C(5) C(6) 117.0(5) yes
O(6) C(6) C(5) 121.5(5) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
F(1) C(5) . . 1.359(7) yes
O(2) C(2) . . 1.209(6) yes
O(6) C(6) . . 1.205(9) yes
N(1) C(6) . . 1.367(7) yes
N(3) C(4) . . 1.376(7) yes
C(5) C(6) . . 1.526(8) yes
O(2) N(3) . 4_556 2.937(7) yes
F(2) C(5) . . 1.324(6) yes
O(4) C(4) . . 1.213(8) yes
N(1) C(2) . . 1.361(7) yes
N(3) C(2) . . 1.377(7) yes
C(4) C(5) . . 1.526(8) yes
O(6) N(1) . 3_656 2.948(7) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 4182071
