#------------------------------------------------------------------------------
#$Date: 2018-09-27 07:13:35 +0300 (Thu, 27 Sep 2018) $
#$Revision: 211196 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/20/7052014.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_7052014
loop_
_publ_author_name
'Barnett, Sarah A.'
'Hulme, Ashley T.'
'Issa, Nizar'
'Lewis, Thomas C.'
'Price, Louise S.'
'Tocher, Derek A.'
'Price, Sarah L.'
_publ_section_title
;
 The observed and energetically feasible crystal structures of
 5-substituted uracils
;
_journal_issue                   10
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1761
_journal_paper_doi               10.1039/b806763e
_journal_volume                  32
_journal_year                    2008
_chemical_formula_moiety         'C4 H3 Br N2 O2'
_chemical_formula_sum            'C4 H3 Br N2 O2'
_chemical_formula_weight         190.99
_chemical_name_systematic
;
5-Bromouracil
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 103.440(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.5680(11)
_cell_length_b                   6.8823(9)
_cell_length_c                   9.5715(12)
_cell_measurement_reflns_used    2447
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.237
_cell_measurement_theta_min      2.877
_cell_volume                     548.95(12)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL and local programs'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measurement_device_type  'Bruker SMART APEX diffractometer'
_diffrn_measurement_method       'ω rotation with narrow frames'
_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  0.0212
_diffrn_reflns_av_sigmaI/netI    0.0239
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4554
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.24
_diffrn_reflns_theta_min         2.88
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    7.397
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.5375
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS v2.03'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    2.311
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'Lozenge-shaped block'
_exptl_crystal_F_000             368
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.441
_refine_diff_density_min         -0.625
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         1305
_refine_ls_number_restraints     96
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0283
_refine_ls_R_factor_gt           0.0254
_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)+(0.0260P)²+0.6517P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0623
_refine_ls_wR_factor_ref         0.0630
_reflns_number_gt                1172
_reflns_number_total             1305
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b806763e.txt
_cod_data_source_block           STR0480
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7052014
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Br9 Br 0.68462(16) 0.27128(9) 0.20161(16) 0.01350(15) Uani 0.73 1 d PD A 1
O7 O -0.0194(9) 0.246(3) -0.0083(8) 0.0135(10) Uani 0.73 1 d PD A 1
O8 O 0.4458(3) -0.0879(3) 0.1534(2) 0.0155(4) Uani 0.73 1 d PD A 1
N1 N 0.2098(9) 0.4192(10) 0.0639(4) 0.0104(7) Uani 0.73 1 d PD A 1
H1 H 0.1568 0.5296 0.0483 0.013 Uiso 0.73 1 calc PR A 1
N3 N 0.2159(11) 0.0840(14) 0.0778(9) 0.0145(8) Uani 0.73 1 d PD A 1
H3 H 0.1624 -0.0262 0.0691 0.017 Uiso 0.73 1 calc PR A 1
C2 C 0.1271(9) 0.2502(18) 0.0409(8) 0.0114(6) Uani 0.73 1 d PD A 1
C4 C 0.3828(9) 0.0716(10) 0.1276(6) 0.0125(8) Uani 0.73 1 d PD A 1
C5 C 0.4609(6) 0.2617(9) 0.1411(5) 0.0110(5) Uani 0.73 1 d PD A 1
C6 C 0.3731(8) 0.4234(8) 0.1109(4) 0.0112(7) Uani 0.73 1 d PD A 1
H6 H 0.4261 0.5457 0.1224 0.013 Uiso 0.73 1 calc PR A 1
Br9' Br 0.6833(5) 0.2329(4) 0.2051(5) 0.01350(15) Uani 0.27 1 d PDU B 2
O7' O -0.021(2) 0.254(7) 0.011(3) 0.0135(10) Uani 0.27 1 d PDU B 2
O8' O 0.4439(7) 0.5943(8) 0.1526(7) 0.0155(4) Uani 0.27 1 d PDU B 2
N1' N 0.210(3) 0.084(4) 0.069(2) 0.0104(7) Uani 0.27 1 d PDU B 2
H1' H 0.1567 -0.0259 0.0497 0.013 Uiso 0.27 1 calc PR B 2
N3' N 0.215(2) 0.419(3) 0.0828(14) 0.0145(8) Uani 0.27 1 d PDU B 2
H3' H 0.1618 0.5294 0.0722 0.017 Uiso 0.27 1 calc PR B 2
C2' C 0.126(2) 0.253(5) 0.052(2) 0.0114(6) Uani 0.27 1 d PDU B 2
C4' C 0.384(2) 0.433(2) 0.1299(9) 0.0125(8) Uani 0.27 1 d PDU B 2
C5' C 0.4590(15) 0.240(2) 0.1434(10) 0.0110(5) Uani 0.27 1 d PDU B 2
C6' C 0.373(2) 0.077(3) 0.1134(17) 0.0112(7) Uani 0.27 1 d PDU B 2
H6' H 0.4256 -0.0456 0.1235 0.013 Uiso 0.27 1 calc PR B 2
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'
Br Br -0.2901 2.4595 '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
C2 N1 C6 121.9(7) . . ?
C2 N1 H1 119.0 . . ?
C6 N1 H1 119.0 . . ?
C2 N3 C4 126.8(8) . . ?
C2 N3 H3 116.6 . . ?
C4 N3 H3 116.6 . . ?
O7 C2 N1 121.9(12) . . ?
O7 C2 N3 122.3(11) . . ?
N1 C2 N3 115.9(6) . . ?
O8 C4 N3 119.4(7) . . ?
O8 C4 C5 127.9(6) . . ?
N3 C4 C5 112.7(6) . . ?
C6 C5 C4 120.2(4) . . ?
C6 C5 Br9 121.5(5) . . ?
C4 C5 Br9 118.3(5) . . ?
C5 C6 N1 122.3(5) . . ?
C5 C6 H6 118.8 . . ?
N1 C6 H6 118.8 . . ?
C2' N1' C6' 123(2) . . ?
C2' N1' H1' 118.5 . . ?
C6' N1' H1' 118.5 . . ?
C2' N3' C4' 126.8(19) . . ?
C2' N3' H3' 116.6 . . ?
C4' N3' H3' 116.6 . . ?
O7' C2' N1' 121(3) . . ?
O7' C2' N3' 123(3) . . ?
N1' C2' N3' 116.1(16) . . ?
O8' C4' N3' 118.3(16) . . ?
O8' C4' C5' 130.3(16) . . ?
N3' C4' C5' 111.5(14) . . ?
C6' C5' C4' 122.0(12) . . ?
C6' C5' Br9' 121.3(14) . . ?
C4' C5' Br9' 116.7(12) . . ?
C5' C6' N1' 120.7(18) . . ?
C5' C6' H6' 119.7 . . ?
N1' C6' H6' 119.7 . . ?
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
Br9 C5 1.871(5) . ?
O7 C2 1.234(6) . ?
O8 C4 1.223(7) . ?
N1 C2 1.353(9) . ?
N1 C6 1.367(7) . ?
N1 H1 0.8800 . ?
N3 C2 1.374(9) . ?
N3 C4 1.401(8) . ?
N3 H3 0.8800 . ?
C4 C5 1.461(8) . ?
C5 C6 1.337(7) . ?
C6 H6 0.9500 . ?
Br9' C5' 1.876(12) . ?
O7' C2' 1.234(14) . ?
O8' C4' 1.225(14) . ?
N1' C2' 1.35(2) . ?
N1' C6' 1.360(19) . ?
N1' H1' 0.8800 . ?
N3' C2' 1.37(2) . ?
N3' C4' 1.409(19) . ?
N3' H3' 0.8800 . ?
C4' C5' 1.466(19) . ?
C5' C6' 1.340(19) . ?
C6' H6' 0.9500 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N1 C2 O7 -176.3(3) . . . . ?
C6 N1 C2 N3 4.7(5) . . . . ?
C4 N3 C2 O7 176.7(4) . . . . ?
C4 N3 C2 N1 -4.3(5) . . . . ?
C2 N3 C4 O8 -178.5(5) . . . . ?
C2 N3 C4 C5 1.1(5) . . . . ?
O8 C4 C5 C6 -178.7(5) . . . . ?
N3 C4 C5 C6 1.8(5) . . . . ?
O8 C4 C5 Br9 1.2(6) . . . . ?
N3 C4 C5 Br9 -178.3(2) . . . . ?
C4 C5 C6 N1 -1.4(5) . . . . ?
Br9 C5 C6 N1 178.7(2) . . . . ?
C2 N1 C6 C5 -2.1(5) . . . . ?
C6' N1' C2' O7' -180.0(3) . . . . ?
C6' N1' C2' N3' 0.0(4) . . . . ?
C4' N3' C2' O7' 180.0(3) . . . . ?
C4' N3' C2' N1' 0.0(4) . . . . ?
C2' N3' C4' O8' -180.0(3) . . . . ?
C2' N3' C4' C5' 0.0(4) . . . . ?
O8' C4' C5' C6' 180.0(3) . . . . ?
N3' C4' C5' C6' 0.0(4) . . . . ?
O8' C4' C5' Br9' 0.0(4) . . . . ?
N3' C4' C5' Br9' 180.0(2) . . . . ?
C4' C5' C6' N1' 0.1(4) . . . . ?
Br9' C5' C6' N1' -180.0(2) . . . . ?
C2' N1' C6' C5' -0.1(5) . . . . ?
