#------------------------------------------------------------------------------
#$Date: 2017-10-13 02:08:28 +0200 (vie 13 de oct de 2017) $
#$Revision: 201955 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/83/2008378.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_2008378
loop_
_publ_author_name
'MacNeil, Dean D.'
'Decken, Andreas'
_publ_section_title
;
 2,2'-Dibromobiphenyl
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              628
_journal_page_last               630
_journal_paper_doi               10.1107/S0108270198015339
_journal_volume                  55
_journal_year                    1999
_chemical_formula_moiety         'C12 H8 Br2'
_chemical_formula_sum            'C12 H8 Br2'
_chemical_formula_weight         312.00
_chemical_name_systematic        '  2,2'-Dibromobiphenyl'
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_audit_creation_method           'generated by XCIF and hand edited'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   14.0723(9)
_cell_length_b                   7.462(2)
_cell_length_c                   21.4890(10)
_cell_measurement_reflns_used    21
_cell_measurement_temperature    296.0(10)
_cell_measurement_theta_max      39.4
_cell_measurement_theta_min      35
_cell_volume                     2256.5(6)
_computing_cell_refinement       'AFC Diffractometer Control Software'
_computing_data_collection
' AFC Diffractometer Control Software (Molecular Structure Corporation, 1994a)'
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1994b)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1990b)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990a)'
_diffrn_measurement_device_type  'Rigaku AFC5R'
_diffrn_measurement_method       ω--2θ
_diffrn_radiation_type           'CuK\a '
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1838
_diffrn_reflns_theta_max         63.52
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    8.751
_exptl_absorpt_correction_T_max  0.269
_exptl_absorpt_correction_T_min  0.205
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.837
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Needle
_exptl_crystal_F_000             1200
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.364
_refine_diff_density_min         -0.476
_refine_ls_extinction_coef       0.00125(7)
_refine_ls_extinction_method     empirical
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     129
_refine_ls_number_reflns         1837
_refine_ls_R_factor_gt           0.0326
_refine_ls_shift/esd_max         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.035P)²+2.5P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1130
_reflns_number_gt                835
_reflns_number_total             1838
_reflns_threshold_expression     F>4σ(F)
_cod_data_source_file            ln1062.cif
_cod_data_source_block           DEC1a
_cod_original_cell_volume        2256.5(5)
_cod_database_code               2008378
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
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
Br1 0.0573(5) 0.0742(6) 0.0928(6) -0.0131(5) -0.0069(4) 0.0005(5)
Br2 0.0822(6) 0.0814(7) 0.0695(5) 0.0087(6) 0.0205(5) -0.0084(5)
C1 0.054(4) 0.048(5) 0.043(4) 0.010(3) 0.007(3) -0.004(4)
C2 0.045(4) 0.065(5) 0.040(4) 0.000(4) 0.001(3) -0.006(4)
C3 0.061(5) 0.078(6) 0.049(4) 0.026(5) -0.008(4) -0.001(4)
C4 0.098(7) 0.099(8) 0.052(5) 0.052(6) 0.002(5) 0.007(5)
C5 0.095(7) 0.054(5) 0.093(7) 0.020(5) 0.024(6) 0.019(5)
C6 0.061(4) 0.054(5) 0.087(6) 0.003(4) 0.010(4) 0.002(5)
C1' 0.039(3) 0.052(5) 0.046(4) -0.003(3) 0.004(3) 0.005(3)
C2' 0.040(3) 0.056(4) 0.068(4) 0.004(3) 0.001(3) 0.005(4)
C3' 0.055(4) 0.063(6) 0.090(7) 0.005(4) -0.007(4) -0.002(5)
C4' 0.059(5) 0.083(7) 0.098(7) 0.006(5) -0.018(5) 0.039(6)
C5' 0.072(5) 0.076(6) 0.062(5) -0.001(5) -0.017(5) 0.014(4)
C6' 0.063(5) 0.065(5) 0.056(5) 0.004(4) -0.003(4) 0.009(4)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
Br1 0.37403(6) 0.02197(12) 0.62758(4) 0.0747(3) Uani d . 1 . Br
Br2 0.63828(6) 0.02880(13) 0.54769(4) 0.0777(3) Uani d . 1 . Br
C1 0.5133(4) 0.2982(9) 0.6265(3) 0.048(2) Uani d . 1 . C
C2 0.4228(5) 0.2509(10) 0.6067(3) 0.050(2) Uani d . 1 . C
C3 0.3669(5) 0.3642(11) 0.5725(3) 0.063(2) Uani d . 1 . C
H3A 0.3054(5) 0.3263(11) 0.5584(3) 0.080(9) Uiso d R 1 . H
C4 0.4000(7) 0.5330(14) 0.5582(4) 0.083(3) Uani d . 1 . C
H4A 0.3612(7) 0.6153(14) 0.5352(4) 0.080(9) Uiso d R 1 . H
C5 0.4886(6) 0.5854(12) 0.5778(4) 0.081(3) Uani d . 1 . C
H5A 0.5118(6) 0.7033(12) 0.5684(4) 0.080(9) Uiso d R 1 . H
C6 0.5450(5) 0.4702(10) 0.6105(4) 0.067(2) Uani d . 1 . C
H6A 0.6078(5) 0.5060(10) 0.6229(4) 0.080(9) Uiso d R 1 . H
C1' 0.5752(4) 0.1744(9) 0.6636(3) 0.046(2) Uani d . 1 . C
C2' 0.6322(4) 0.0459(9) 0.6365(3) 0.055(2) Uani d . 1 . C
C3' 0.6856(5) -0.0725(11) 0.6705(4) 0.069(2) Uani d . 1 . C
H3'A 0.7252(5) -0.1592(11) 0.6500(4) 0.080(9) Uiso d R 1 . H
C4' 0.6831(5) -0.0602(12) 0.7347(4) 0.080(3) Uani d . 1 . C
H4'A 0.7190(5) -0.1434(12) 0.7594(4) 0.080(9) Uiso d R 1 . H
C5' 0.6280(5) 0.0686(11) 0.7629(4) 0.070(2) Uani d . 1 . C
H5'A 0.6273(5) 0.0776(11) 0.8075(4) 0.080(9) Uiso d R 1 . H
C6' 0.5744(5) 0.1841(10) 0.7278(3) 0.062(2) Uani d . 1 . C
H6'A 0.5355(5) 0.2734(10) 0.7475(3) 0.080(9) Uiso d R 1 . H
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'
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
C2 C1 C6 116.7(7) no
C2 C1 C1' 122.7(6) no
C6 C1 C1' 120.6(6) no
C3 C2 C1 122.3(8) no
C3 C2 Br1 118.4(6) no
C1 C2 Br1 119.2(5) no
C2 C3 C4 119.3(8) no
C5 C4 C3 120.0(8) no
C6 C5 C4 120.5(8) no
C5 C6 C1 121.2(8) no
C2' C1' C6' 117.6(7) no
C2' C1' C1 122.8(6) no
C6' C1' C1 119.6(6) no
C3' C2' C1' 122.9(7) no
C3' C2' Br2 117.6(6) no
C1' C2' Br2 119.5(5) no
C2' C3' C4' 118.3(8) no
C5' C4' C3' 120.0(7) no
C6' C5' C4' 120.5(7) no
C5' C6' C1' 120.8(7) no
C2 C3 H3A 120.3(5) no
C4 C3 H3A 120.3(5) no
C5 C4 H4A 119.6(6) no
C3 C4 H4A 120.5(5) no
C6 C5 H5A 119.2(5) no
C4 C5 H5A 120.4(6) no
C5 C6 H6A 120.2(5) no
C1 C6 H6A 118.7(4) no
C2' C3' H3'A 120.5(5) no
C4' C3' H3'A 121.1(5) no
C5' C4' H4'A 120.3(5) no
C3' C4' H4'A 119.7(5) no
C6' C5' H5'A 119.9(5) no
C4' C5' H5'A 119.6(5) no
C5' C6' H6'A 120.5(5) no
C1' C6' H6'A 118.8(4) no
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
Br1 C2 . 1.895(8) no
Br2 C2' . 1.915(7) no
C1 C2 . 1.389(9) no
C1 C6 . 1.402(9) no
C1 C1' . 1.499(9) no
C2 C3 . 1.369(9) no
C3 C4 . 1.378(12) no
C4 C5 . 1.372(11) no
C5 C6 . 1.365(11) no
C1' C2' . 1.379(9) no
C1' C6' . 1.382(9) no
C2' C3' . 1.371(9) no
C3' C4' . 1.384(11) no
C4' C5' . 1.375(11) no
C5' C6' . 1.372(9) no
C3 H3A . 0.96 no
C4 H4A . 0.96 no
C5 H5A . 0.96 no
C6 H6A . 0.96 no
C3' H3'A . 0.96 no
C4' H4'A . 0.96 no
C5' H5'A . 0.96 no
C6' H6'A . 0.96 no
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
C2' C1' C1 C2 84.7(8) no
C6' C1' C1 C2 -93.6(8) no
C6' C1' C1 C6 86.0(8) no
C2' C1' C1 C6 -95.7(8) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 74932
