#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/20/2212018.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_2212018
loop_
_publ_author_name
'Zhang, Min'
'Su, Ping'
'Xu, Xing-Man'
_publ_section_title
;
 1,4-Bis(bromomethyl)benzene
;
_journal_coeditor_code           BH2075
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o951
_journal_page_last               o952
_journal_paper_doi               10.1107/S1600536807002954
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C8 H8 Br2'
_chemical_formula_moiety         'C8 H8 Br2'
_chemical_formula_sum            'C8 H8 Br2'
_chemical_formula_weight         263.96
_chemical_name_systematic
;
1,4-Bis(bromomethyl)benzene
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 98.8850(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.7424(7)
_cell_length_b                   4.6275(4)
_cell_length_c                   10.8189(9)
_cell_measurement_reflns_used    1976
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      28.02
_cell_measurement_theta_min      2.36
_cell_volume                     432.43(6)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2001)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  PLATON
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       '0.3° wide ω exposures'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine focus sealed Siemens Mo tube'
_diffrn_radiation_type           'Mo k\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0428
_diffrn_reflns_av_sigmaI/netI    0.0378
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            3213
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         3.81
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    9.295
_exptl_absorpt_correction_T_max  0.1569
_exptl_absorpt_correction_T_min  0.082
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.027
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             252
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.771
_refine_diff_density_min         -0.850
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     46
_refine_ls_number_reflns         848
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0524
_refine_ls_R_factor_gt           0.0475
_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)+(0.1099P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1458
_refine_ls_wR_factor_ref         0.1486
_reflns_number_gt                712
_reflns_number_total             848
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bh2075.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2212018
_cod_database_fobs_code          2212018
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_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
Br Br1 0.12045(5) 0.07974(12) 0.16966(4) 0.0578(4) Uani d . 1
C C1 0.3699(5) 0.1456(10) 0.0280(4) 0.0435(10) Uani d . 1
C C2 0.5155(6) 0.1886(11) 0.1000(5) 0.0493(11) Uani d . 1
H H2 0.5257 0.3154 0.1675 0.059 Uiso calc R 1
C C3 0.6432(6) 0.0451(11) 0.0720(5) 0.0511(12) Uani d . 1
H H3 0.7393 0.0760 0.1205 0.061 Uiso calc R 1
C C4 0.2306(7) 0.3049(12) 0.0570(6) 0.0585(13) Uani d . 1
H H4A 0.1613 0.3442 -0.0202 0.070 Uiso calc R 1
H H4B 0.2627 0.4885 0.0959 0.070 Uiso calc R 1
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 0.0532(5) 0.0686(5) 0.0573(5) -0.0004(2) 0.0272(3) -0.00340(19)
C1 0.044(3) 0.041(2) 0.049(2) 0.0051(19) 0.022(2) 0.0073(18)
C2 0.054(3) 0.049(2) 0.049(2) -0.001(2) 0.019(2) -0.005(2)
C3 0.048(3) 0.056(3) 0.051(3) -0.002(2) 0.013(2) 0.002(2)
C4 0.053(3) 0.050(3) 0.079(3) 0.008(2) 0.031(3) 0.010(3)
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C3 C1 C2 3_655 . 118.9(4) no
C3 C1 C4 3_655 . 120.3(5) no
C2 C1 C4 . . 120.8(4) no
C3 C2 C1 . . 120.6(5) no
C3 C2 H2 . . 119.7 no
C1 C2 H2 . . 119.7 no
C2 C3 C1 . 3_655 120.5(5) no
C2 C3 H3 . . 119.7 no
C1 C3 H3 3_655 . 119.7 no
C1 C4 Br1 . . 111.2(3) no
C1 C4 H4A . . 109.4 no
Br1 C4 H4A . . 109.4 no
C1 C4 H4B . . 109.4 no
Br1 C4 H4B . . 109.4 no
H4A C4 H4B . . 108.0 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 C4 . 1.965(6) no
C1 C3 3_655 1.387(7) no
C1 C2 . 1.400(7) no
C1 C4 . 1.498(7) no
C2 C3 . 1.372(7) no
C2 H2 . 0.9300 no
C3 C1 3_655 1.387(7) no
C3 H3 . 0.9300 no
C4 H4A . 0.9700 no
C4 H4B . 0.9700 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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C3 C1 C2 C3 3_655 . 0.2(8) no
C4 C1 C2 C3 . . -179.1(5) no
C1 C2 C3 C1 . 3_655 -0.2(8) no
C3 C1 C4 Br1 3_655 . 88.2(5) no
C2 C1 C4 Br1 . . -92.5(5) no
