#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/07/2010775.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_2010775
loop_
_publ_author_name
'Matos Beja, A.'
'Paixão, J. A.'
'Ramos Silva, M.'
'Alte da Veiga, L.'
'd'A. Rocha Gonsalves, A. M.'
'Serra, A. C.'
_publ_section_title
;
 2-Bromo-5-hydroxybenzaldehyde
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              354
_journal_page_last               355
_journal_paper_doi               10.1107/S0108270199015267
_journal_volume                  56
_journal_year                    2000
_chemical_formula_moiety         'C7 H5 Br O2'
_chemical_formula_sum            'C7 H5 Br O2'
_chemical_formula_weight         201.01
_chemical_melting_point          405.0(10)
_chemical_name_systematic
;
 2-bromo-5-hydroxybenzaldehyde
;
_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'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   3.974(3)
_cell_length_b                   9.164(8)
_cell_length_c                   19.172(6)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      17.13
_cell_measurement_theta_min      8.51
_cell_volume                     698.2(8)
_computing_cell_refinement       'CAD-4 Software'
_computing_data_collection       'CAD-4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction        'HELENA (Spek, 1997)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full .997
_diffrn_measured_fraction_theta_max .997
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4 diffractometer'
_diffrn_measurement_method       'profile data from ω-2θ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .0353
_diffrn_reflns_av_sigmaI/netI    .0424
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            2879
_diffrn_reflns_theta_full        24.97
_diffrn_reflns_theta_max         24.97
_diffrn_reflns_theta_min         3.08
_diffrn_standards_decay_%        8.5
_diffrn_standards_interval_time  180
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    5.814
_exptl_absorpt_correction_T_max  .156
_exptl_absorpt_correction_T_min  .126
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details
;
(North et al., 1968)
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.912
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             392
_exptl_crystal_size_max          .38
_exptl_crystal_size_mid          .32
_exptl_crystal_size_min          .32
_refine_diff_density_max         .378
_refine_diff_density_min         -.273
_refine_ls_abs_structure_details 'Flack  (1983)'
_refine_ls_abs_structure_Flack   -.014(17)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     92
_refine_ls_number_reflns         1225
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          .0575
_refine_ls_R_factor_gt           .0227
_refine_ls_shift/su_max          .001
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0230P)²+0.1029P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .0509
_reflns_number_gt                925
_reflns_number_total             1225
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sk1352.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P21 21 21'
_cod_database_code               2010775
_cod_database_fobs_code          2010775
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, 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_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Br .13537(10) .63600(4) .11874(2) .05706(14) Uani d . 1 . . Br
O1 -.4577(7) .8721(3) .27615(12) .0566(7) Uani d . 1 . . O
O2 -.2227(9) 1.2735(2) .10229(12) .0585(8) Uani d . 1 . . O
H2 -.3036 1.3032 .1390 .088 Uiso calc R 1 . . H
C1 -.1626(9) .8998(3) .17039(15) .0340(7) Uani d . 1 . . C
C2 .0121(8) .8364(3) .1155(2) .0399(8) Uani d . 1 . . C
C3 .1044(10) .9167(4) .05813(17) .0445(8) Uani d . 1 . . C
H3 .2211 .8724 .0218 .053 Uiso calc R 1 . . H
C4 .0246(10) 1.0624(4) .0543(2) .0472(10) Uani d . 1 . . C
H4 .0874 1.1166 .0154 .057 Uiso calc R 1 . . H
C5 -.1494(9) 1.1287(3) .10838(15) .0413(7) Uani d . 1 . . C
C6 -.2411(9) 1.0487(3) .16615(18) .0392(9) Uani d . 1 . . C
H6 -.3558 1.0937 .2026 .047 Uiso calc R 1 . . H
C7 -.2779(9) .8206(3) .23225(19) .0435(9) Uani d . 1 . . C
H7 -.2076 .7245 .2379 .052 Uiso calc R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Br .0556(2) .04707(19) .0685(2) .0137(2) .0018(3) -.0053(2)
O1 .0767(18) .0522(14) .0408(13) -.0061(16) .0174(14) -.0004(14)
O2 .090(2) .0397(13) .0453(15) .0027(13) .0082(15) .0079(11)
C1 .0307(18) .0394(16) .0318(17) -.0009(18) -.0052(18) -.0010(13)
C2 .0336(15) .0414(17) .045(2) .0019(13) -.0074(18) -.0009(19)
C3 .043(2) .0556(18) .0345(19) .005(2) .001(2) -.0081(16)
C4 .050(2) .057(2) .035(2) -.0068(18) .0030(18) .0024(17)
C5 .0470(18) .0420(15) .0350(18) .003(2) -.004(2) .0053(18)
C6 .044(2) .0408(18) .033(2) .0007(15) .0007(16) .0003(15)
C7 .049(2) .0407(18) .041(2) -.0030(16) .0000(18) .0030(15)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .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_publ_flag
C5 O2 H2 109.5 ?
C2 C1 C6 118.3(3) yes
C2 C1 C7 124.3(3) ?
C6 C1 C7 117.4(3) ?
C3 C2 C1 121.1(3) yes
C3 C2 Br 118.3(3) ?
C1 C2 Br 120.6(3) ?
C2 C3 C4 120.1(3) yes
C2 C3 H3 120.0 ?
C4 C3 H3 120.0 ?
C3 C4 C5 120.1(3) yes
C3 C4 H4 120.0 ?
C5 C4 H4 120.0 ?
O2 C5 C6 122.0(3) ?
O2 C5 C4 118.0(3) ?
C6 C5 C4 120.0(3) yes
C5 C6 C1 120.4(3) yes
C5 C6 H6 119.8 ?
C1 C6 H6 119.8 ?
O1 C7 C1 124.0(3) ?
O1 C7 H7 118.0 ?
C1 C7 H7 118.0 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Br C2 . 1.902(3) ?
O1 C7 . 1.201(4) ?
O2 C5 . 1.364(4) ?
O2 H2 . .8200 ?
C1 C2 . 1.388(5) ?
C1 C6 . 1.402(4) ?
C1 C7 . 1.464(5) ?
C2 C3 . 1.374(5) ?
C3 C4 . 1.374(5) ?
C3 H3 . .9300 ?
C4 C5 . 1.386(5) ?
C4 H4 . .9300 ?
C5 C6 . 1.377(4) ?
C6 H6 . .9300 ?
C7 H7 . .9300 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O2 H2 O1 4_455 .82 1.99 2.804(4) 174.6
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_publ_flag
C6 C1 C2 C3 -.5(5) ?
C7 C1 C2 C3 178.2(3) ?
C6 C1 C2 Br 178.6(2) ?
C7 C1 C2 Br -2.7(5) ?
C1 C2 C3 C4 .1(5) ?
Br C2 C3 C4 -179.0(3) ?
C2 C3 C4 C5 .0(6) ?
C3 C4 C5 O2 179.9(3) ?
C3 C4 C5 C6 .3(6) ?
O2 C5 C6 C1 179.7(4) ?
C4 C5 C6 C1 -.7(5) ?
C2 C1 C6 C5 .7(5) ?
C7 C1 C6 C5 -178.0(3) ?
C2 C1 C7 O1 -172.2(4) yes
C6 C1 C7 O1 6.5(5) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 343152
