data_global
_audit_creation_method SHELXL-97
_journal_date_recd_electronic 2006-10-09
_journal_date_accepted 2006-10-12
_journal_name_full 'Acta Crystallographica, Section E'
_journal_year 2006
_journal_volume 62
_journal_issue 11
_journal_page_first o5106
_journal_page_last o5107
_journal_paper_category EO
_journal_coeditor_code CI2194
_publ_contact_author_name 'Dr Wang, Zhiguo'
_publ_contact_author_address

; Key Laboratory of Pesticide and Chemical Biology of Ministry of Education
  College of Chemistry
  Central China Normal University
  Wuhan  430079
  China
;
_publ_contact_author_email chwangzg@yahoo.com.cn
_publ_contact_author_fax '86 27 67867955'
_publ_contact_author_phone '86 27 67867129'
_publ_section_title 
;
1,2,4,5-Tetrakis(bromomethyl)benzene
;
loop_
_publ_author_name
_publ_author_footnote
_publ_author_address
'Wang, Zhi-Guo' .
; Key Laboratory of Pesticides and Chemical Biology
  Ministry of Education
  College of Chemistry
  Central China Normal University
  Wuhan 430079
  People's Republic of China
;
'Wang, Yu-Zhou' .
; Key Laboratory of Pesticides and Chemical Biology
  Ministry of Education
  College of Chemistry
  Central China Normal University
  Wuhan 430079
  People's Republic of China
;
'She, Neng-Fang' .
; Key Laboratory of Pesticides and Chemical Biology
  Ministry of Education
  College of Chemistry
  Central China Normal University
  Wuhan 430079
  People's Republic of China
;
'Gao, Meng' .
; Key Laboratory of Pesticides and Chemical Biology
  Ministry of Education
  College of Chemistry
  Central China Normal University
  Wuhan 430079
  People's Republic of China
;
data_I
_audit_creation_method SHELXL-97
_chemical_name_systematic 
;
1,2,4,5-tetrakis(bromomethyl)benzene
;
_chemical_name_common ?
_chemical_formula_moiety 'C10 H10 Br4'
_chemical_formula_sum 'C10 H10 Br4'
_chemical_formula_iupac 'C10 H10 Br4'
_chemical_formula_weight 449.82
_chemical_melting_point ?
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_H-M 'P 21/c'
_symmetry_space_group_name_Hall '-P 2ybc'
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'
_cell_length_a 6.9695(14)
_cell_length_b 9.880(2)
_cell_length_c 9.2352(19)
_cell_angle_alpha 90.00
_cell_angle_beta 103.638(4)
_cell_angle_gamma 90.00
_cell_volume 618.0(2)
_cell_formula_units_Z 2
_cell_measurement_reflns_used 1394
_cell_measurement_theta_min 3.01
_cell_measurement_theta_max 27.10
_cell_measurement_temperature 298(2)
_exptl_crystal_description Block
_exptl_crystal_colour colourless
_exptl_crystal_size_max 0.20
_exptl_crystal_size_mid 0.20
_exptl_crystal_size_min 0.20
_exptl_crystal_density_diffrn 2.417
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 420
_exptl_absorpt_coefficient_mu 12.984
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details '(SADABS; Sheldrick, 2003)'
_exptl_absorpt_correction_T_min 0.1810
_exptl_absorpt_correction_T_max 0.1810
_exptl_special_details 
;
;
_diffrn_ambient_temperature 298(2)
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker SMART CCD area-detector'
_diffrn_measurement_method '\f and \w'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number 3526
_diffrn_reflns_av_R_equivalents 0.0390
_diffrn_reflns_av_sigmaI/netI 0.0462
_diffrn_reflns_theta_min 3.01
_diffrn_reflns_theta_max 27.00
_diffrn_reflns_theta_full 27.00
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_h_max 8
_diffrn_reflns_limit_k_min -11
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_l_min -6
_diffrn_reflns_limit_l_max 11
_diffrn_standards_number 0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_refine_special_details

;
 Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F^2^, conventional R-factors R are based
 on F, with F set to zero for negative F^2^. The threshold expression of
 F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F^2^ are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total 1343
_reflns_number_gt 1067
_reflns_threshold_expression I>2\s(I)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_R_factor_all 0.0506
_refine_ls_R_factor_gt 0.0372
_refine_ls_wR_factor_gt 0.0916
_refine_ls_wR_factor_ref 0.0974
_refine_ls_goodness_of_fit_ref 1.033
_refine_ls_restrained_S_all 1.033
_refine_ls_number_reflns 1343
_refine_ls_number_parameters 64
_refine_ls_number_restraints 0
_refine_ls_hydrogen_treatment constr
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0450P)^2^+0.7024P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_diff_density_max 0.572
_refine_diff_density_min -0.608
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
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'
_computing_data_collection 'SMART (Bruker, 2001)'
_computing_cell_refinement 'SAINT-Plus (Bruker, 2001)'
_computing_data_reduction SAINT-Plus
_computing_structure_solution 'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics 'PLATON (Spek, 2003)'
_computing_publication_material PLATON
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br1 0.27950(9) 0.86420(5) 1.00357(6) 0.0482(2) Uani d . 1 . .
Br Br2 -0.27607(9) 0.83080(5) 0.79953(6) 0.0496(2) Uani d . 1 . .
C C1 0.1369(7) 0.5903(4) 0.9656(5) 0.0316(10) Uani d . 1 . .
C C2 -0.0561(7) 0.5880(4) 0.8778(5) 0.0314(10) Uani d . 1 . .
C C3 0.1882(7) 0.5028(4) 1.0863(5) 0.0321(10) Uani d . 1 . .
H H3 0.3163 0.5054 1.1451 0.039 Uiso calc R 1 . .
C C4 0.2977(8) 0.6786(5) 0.9324(6) 0.0418(12) Uani d . 1 . .
H H4A 0.2870 0.6800 0.8258 0.050 Uiso calc R 1 . .
H H4B 0.4254 0.6409 0.9801 0.050 Uiso calc R 1 . .
C C5 -0.1232(9) 0.6802(5) 0.7472(6) 0.0436(12) Uani d . 1 . .
H H5A -0.2038 0.6300 0.6647 0.052 Uiso calc R 1 . .
H H5B -0.0093 0.7151 0.7159 0.052 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 0.0684(4) 0.0245(3) 0.0521(4) -0.0120(2) 0.0153(3) -0.0004(2)
Br2 0.0617(4) 0.0330(3) 0.0511(4) 0.0115(2) 0.0074(3) 0.0044(2)
C1 0.047(3) 0.018(2) 0.035(2) -0.0032(18) 0.019(2) -0.0069(17)
C2 0.049(3) 0.019(2) 0.029(2) 0.0046(18) 0.014(2) -0.0026(16)
C3 0.038(2) 0.023(2) 0.035(2) -0.0028(17) 0.0068(19) -0.0061(18)
C4 0.052(3) 0.031(3) 0.050(3) -0.010(2) 0.026(3) -0.010(2)
C5 0.063(3) 0.034(3) 0.037(3) 0.008(2) 0.017(2) 0.002(2)
_geom_special_details

;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 . 1.962(5) y
Br2 C5 . 1.956(5) y
C1 C3 . 1.389(6) ?
C1 C2 . 1.398(7) ?
C1 C4 . 1.508(6) ?
C2 C3 3_567 1.380(6) ?
C2 C5 . 1.495(7) ?
C3 C2 3_567 1.380(6) ?
C3 H3 . 0.93 ?
C4 H4A . 0.97 ?
C4 H4B . 0.97 ?
C5 H5A . 0.97 ?
C5 H5B . 0.97 ?
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 . . 119.1(4) ?
C3 C1 C4 . . 117.4(4) yes
C2 C1 C4 . . 123.4(4) yes
C3 C2 C1 3_567 . 118.4(4) y
C3 C2 C5 3_567 . 119.4(5) ?
C1 C2 C5 . . 122.2(4) y
C2 C3 C1 3_567 . 122.5(4) ?
C2 C3 H3 3_567 . 118.7 ?
C1 C3 H3 . . 118.7 ?
C1 C4 Br1 . . 111.3(3) yes
C1 C4 H4A . . 109.4 ?
Br1 C4 H4A . . 109.4 ?
C1 C4 H4B . . 109.4 ?
Br1 C4 H4B . . 109.4 ?
H4A C4 H4B . . 108.0 ?
C2 C5 Br2 . . 110.4(3) yes
C2 C5 H5A . . 109.6 ?
Br2 C5 H5A . . 109.6 ?
C2 C5 H5B . . 109.6 ?
Br2 C5 H5B . . 109.6 ?
H5A C5 H5B . . 108.1 ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C3 C1 C2 C3 . . . 3_567 -0.7(7) ?
C4 C1 C2 C3 . . . 3_567 176.2(4) ?
C3 C1 C2 C5 . . . . 179.3(4) ?
C4 C1 C2 C5 . . . . -3.8(7) ?
C2 C1 C3 C2 . . . 3_567 0.7(7) ?
C4 C1 C3 C2 . . . 3_567 -176.4(4) ?
C3 C1 C4 Br1 . . . . -101.9(4) ?
C2 C1 C4 Br1 . . . . 81.1(5) ?
C3 C2 C5 Br2 3_567 . . . 78.0(5) ?
C1 C2 C5 Br2 . . . . -101.9(5) ?
