#------------------------------------------------------------------------------
#$Date: 2023-03-08 10:15:10 +0200 (Wed, 08 Mar 2023) $
#$Revision: 281730 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/68/8106873.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_8106873
loop_
_publ_author_name
'Ndima, Lubabalo'
'Betz, Richard'
_publ_section_title
;
 Redetermination of the crystal structure of 3-bromobenzoic acid, C7H5BrO2
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              351
_journal_page_last               353
_journal_paper_doi               10.1515/ncrs-2014-9004
_journal_volume                  231
_journal_year                    2016
_chemical_formula_moiety         'C7 H5 Br O2'
_chemical_formula_sum            'C7 H5 Br O2'
_chemical_formula_weight         201.02
_chemical_name_common            '3-bromobenzoic acid'
_chemical_name_systematic        '3-bromobenzoic acid'
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 92.283(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.9992(4)
_cell_length_b                   4.7064(4)
_cell_length_c                   25.149(2)
_cell_measurement_reflns_used    1857
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      24.50
_cell_measurement_theta_min      3.24
_cell_volume                     709.51(10)
_computing_cell_refinement       'SAINT (Bruker, 2010)'
_computing_data_collection       'APEX2 (Bruker, 2010)'
_computing_data_reduction        SAINT
_computing_molecular_graphics
'ORTEPIII (Farrugia, 2012), Mercury (Macrae et al., 2008)'
_computing_publication_material  'SHELXL-97, PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.0416
_diffrn_reflns_av_sigmaI/netI    0.0417
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            6657
_diffrn_reflns_theta_full        28.38
_diffrn_reflns_theta_max         28.38
_diffrn_reflns_theta_min         3.24
_exptl_absorpt_coefficient_mu    5.721
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8241
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;                                                              
SADABS (Bruker, 2008)                                          
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.882
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.447
_exptl_crystal_size_mid          0.143
_exptl_crystal_size_min          0.087
_refine_diff_density_max         0.624
_refine_diff_density_min         -0.485
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     92
_refine_ls_number_reflns         1772
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0600
_refine_ls_R_factor_gt           0.0363
_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)+(0.0425P)²+0.2006P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0778
_refine_ls_wR_factor_ref         0.0857
_reflns_number_gt                1299
_reflns_number_total             1772
_reflns_threshold_expression     >2sigma(I)
_iucr_refine_instructions_details
;
TITL fa164_s in P2(1)/n
CELL  0.71073    5.9992    4.7064   25.1490    90.000    92.283    90.000
ZERR        4    0.0004    0.0004    0.0020     0.000     0.004     0.000
LATT   1
SYMM     0.50000 - X ,    0.50000 + Y ,    0.50000 - Z
SFAC  C  H Br  O
UNIT    28    20   4   8
ACTA
BOND $H
CONF
HTAB
TEMP -73
 
EQIV $1 -x, -y, -z
 
HTAB O1 O2_$1
 
MPLA C7 O1 O2
MPLA C1 C2 C3 C4 C5 C6
 
L.S. 10
FMAP 2
PLAN -5
 
WGHT    0.042500    0.200600
FVAR       0.23081
BR1   3   -0.041262    0.913826    0.220063    11.00000    0.04171    0.05084 =
         0.03390   -0.00558    0.00842    0.00283
O1    4   -0.083878    0.169692    0.057308    11.00000    0.04182    0.03374 =
         0.04543   -0.00734    0.00695   -0.00904
AFIX 147
H1    2   -0.117034    0.056294    0.032440    11.00000   -1.50000
AFIX   0
O2    4    0.219532    0.221855    0.010198    11.00000    0.05251    0.04103 =
         0.03961   -0.00938    0.01621   -0.01038
C1    1    0.186600    0.499522    0.087765    11.00000    0.03297    0.02199 =
         0.03016    0.00584    0.00199    0.00322
C2    1    0.057289    0.580952    0.129807    11.00000    0.02763    0.02606 =
         0.03255    0.00488    0.00087   -0.00068
AFIX  43
H2    2   -0.084415    0.496395    0.134437    11.00000   -1.20000
AFIX   0
C3    1    0.137233    0.785326    0.164555    11.00000    0.03018    0.03150 =
         0.02520    0.00602    0.00378    0.00617
C4    1    0.345703    0.908296    0.159297    11.00000    0.03377    0.03609 =
         0.03470   -0.00052   -0.00427   -0.00217
AFIX  43
H4    2    0.399952    1.047091    0.184001    11.00000   -1.20000
AFIX   0
C5    1    0.472388    0.824577    0.117420    11.00000    0.02991    0.04063 =
         0.04265   -0.00137    0.00278   -0.00418
AFIX  43
H5    2    0.615012    0.907400    0.113206    11.00000   -1.20000
AFIX   0
C6    1    0.395017    0.623515    0.081852    11.00000    0.03062    0.03492 =
         0.03663   -0.00101    0.00631   -0.00080
AFIX  43
H6    2    0.483652    0.568591    0.053115    11.00000   -1.20000
AFIX   0
C7    1    0.102729    0.283366    0.049181    11.00000    0.03365    0.02518 =
         0.03395    0.00651    0.00389    0.00006
HKLF 4
 
REM  fa164_s in P2(1)/n
REM R1 =  0.0363 for   1299 Fo > 4sig(Fo)  and  0.0600 for all   1772 data
REM     92 parameters refined using      0 restraints
 
END  
;
_cod_data_source_file            suppl_ncrs-2014-9004_suppl.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the built-in table derived from the
CIF Core dictionary named 'cif_core.dic' version 2.4.5 last updated
on 2014-11-21.

Automatic conversion script
Id: cif_fix_values 8738 2021-04-28 16:35:53Z antanas 
;
_cod_original_sg_symbol_H-M      'P2(1)/n  '
_cod_database_code               8106873
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
Br1 Br -0.04126(5) 0.91383(9) 0.220063(13) 0.04196(14) Uani 1 1 d . . .
O1 O -0.0839(4) 0.1697(5) 0.05731(10) 0.0402(6) Uani 1 1 d . . .
H1 H -0.1170 0.0563 0.0324 0.060 Uiso 1 1 calc R . .
O2 O 0.2195(4) 0.2219(6) 0.01020(9) 0.0440(6) Uani 1 1 d . . .
C1 C 0.1866(5) 0.4995(7) 0.08776(12) 0.0284(7) Uani 1 1 d . . .
C2 C 0.0573(5) 0.5810(7) 0.12981(12) 0.0288(6) Uani 1 1 d . . .
H2 H -0.0844 0.4964 0.1344 0.035 Uiso 1 1 calc R . .
C3 C 0.1372(5) 0.7853(7) 0.16455(11) 0.0289(6) Uani 1 1 d . . .
C4 C 0.3457(5) 0.9083(8) 0.15930(13) 0.0350(7) Uani 1 1 d . . .
H4 H 0.4000 1.0471 0.1840 0.042 Uiso 1 1 calc R . .
C5 C 0.4724(5) 0.8246(8) 0.11742(14) 0.0377(8) Uani 1 1 d . . .
H5 H 0.6150 0.9074 0.1132 0.045 Uiso 1 1 calc R . .
C6 C 0.3950(5) 0.6235(7) 0.08185(13) 0.0339(7) Uani 1 1 d . . .
H6 H 0.4837 0.5686 0.0531 0.041 Uiso 1 1 calc R . .
C7 C 0.1027(5) 0.2834(7) 0.04918(12) 0.0309(7) Uani 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.0417(2) 0.0508(2) 0.03390(19) -0.00558(17) 0.00842(13) 0.00283(18)
O1 0.0418(13) 0.0337(15) 0.0454(14) -0.0073(11) 0.0069(11) -0.0090(10)
O2 0.0525(14) 0.0410(16) 0.0396(13) -0.0094(11) 0.0162(11) -0.0104(12)
C1 0.0330(16) 0.0220(16) 0.0302(15) 0.0058(12) 0.0020(13) 0.0032(12)
C2 0.0276(14) 0.0261(17) 0.0326(15) 0.0049(14) 0.0009(12) -0.0007(14)
C3 0.0302(15) 0.0315(18) 0.0252(14) 0.0060(13) 0.0038(11) 0.0062(13)
C4 0.0338(16) 0.0361(19) 0.0347(16) -0.0005(15) -0.0043(13) -0.0022(15)
C5 0.0299(16) 0.041(2) 0.0426(19) -0.0014(15) 0.0028(14) -0.0042(14)
C6 0.0306(16) 0.035(2) 0.0366(17) -0.0010(14) 0.0063(13) -0.0008(13)
C7 0.0336(16) 0.0252(17) 0.0339(16) 0.0065(13) 0.0039(13) 0.0001(13)
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'
Br Br -0.2901 2.4595 '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'
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
C7 O1 H1 109.5 . .
C2 C1 C6 119.7(3) . .
C2 C1 C7 120.2(3) . .
C6 C1 C7 120.1(3) . .
C3 C2 C1 119.1(3) . .
C3 C2 H2 120.5 . .
C1 C2 H2 120.5 . .
C2 C3 C4 121.6(3) . .
C2 C3 Br1 120.0(2) . .
C4 C3 Br1 118.4(3) . .
C5 C4 C3 118.6(3) . .
C5 C4 H4 120.7 . .
C3 C4 H4 120.7 . .
C6 C5 C4 120.8(3) . .
C6 C5 H5 119.6 . .
C4 C5 H5 119.6 . .
C5 C6 C1 120.1(3) . .
C5 C6 H6 119.9 . .
C1 C6 H6 119.9 . .
O2 C7 O1 123.5(3) . .
O2 C7 C1 118.8(3) . .
O1 C7 C1 117.7(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 C3 1.892(3) .
O1 C7 1.265(4) .
O1 H1 0.8400 .
O2 C7 1.261(4) .
C1 C2 1.390(4) .
C1 C6 1.393(4) .
C1 C7 1.480(5) .
C2 C3 1.373(5) .
C2 H2 0.9500 .
C3 C4 1.389(4) .
C4 C5 1.380(5) .
C4 H4 0.9500 .
C5 C6 1.370(5) .
C5 H5 0.9500 .
C6 H6 0.9500 .
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
O1 H1 O2 0.84 1.79 2.613(3) 168.1 3
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
C6 C1 C2 C3 0.7(5) . . . .
C7 C1 C2 C3 -178.9(3) . . . .
C1 C2 C3 C4 -1.3(5) . . . .
C1 C2 C3 Br1 176.9(2) . . . .
C2 C3 C4 C5 1.1(5) . . . .
Br1 C3 C4 C5 -177.1(3) . . . .
C3 C4 C5 C6 -0.3(5) . . . .
C4 C5 C6 C1 -0.3(5) . . . .
C2 C1 C6 C5 0.1(5) . . . .
C7 C1 C6 C5 179.7(3) . . . .
C2 C1 C7 O2 177.2(3) . . . .
C6 C1 C7 O2 -2.4(5) . . . .
C2 C1 C7 O1 -2.9(4) . . . .
C6 C1 C7 O1 177.5(3) . . . .
