#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/73/2017328.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_2017328
loop_
_publ_author_name
'Ghanemi, Soumia'
'Hernandez, Olivier'
'Boudjada, Ali'
'Meinnel, Jean'
_publ_section_title
;
 Rotationally disordered phase of
 1,3-dibromo-5-iodo-2,4,6-trimethylbenzene at 293 K
;
_journal_coeditor_code           FG3100
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o498
_journal_page_last               o501
_journal_paper_doi               10.1107/S0108270109032715
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C9 H9 Br2 I'
_chemical_formula_moiety         'C9 H9 Br2 I'
_chemical_formula_sum            'C9 H9 Br2 I'
_chemical_formula_weight         403.84
_chemical_name_systematic
;
1,3-dibromo-5-iodo-2,4,6-trimethylbenzene
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                60.187(8)
_cell_angle_beta                 72.998(9)
_cell_angle_gamma                95.100(10)
_cell_formula_units_Z            2
_cell_length_a                   7.8950(10)
_cell_length_b                   9.3180(9)
_cell_length_c                   9.3130(11)
_cell_measurement_reflns_used    10298
_cell_measurement_temperature    293
_cell_measurement_theta_max      30.034
_cell_measurement_theta_min      2.91
_cell_volume                     545.33(13)
_computing_cell_refinement       'DIRAX (Duisenberg et al.,  2003)'
_computing_data_collection       'COLLECT (Nonius, 2001)'
_computing_data_reduction        'EvalCCD (Duisenberg et al.,  2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al.,  1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al.,  2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al.,  2003)'
_computing_structure_solution    'SIR97 (Altomare et al.,  1999)'
_diffrn_ambient_temperature      293.0(10)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measurement_device_type  'Nonius KappaCCD area-detector'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  'horizontally mounted graphite crystal'
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.045
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5479
_diffrn_reflns_theta_full        25.199
_diffrn_reflns_theta_max         29.999
_diffrn_reflns_theta_min         3.547
_exptl_absorpt_coefficient_mu    10.211
_exptl_absorpt_correction_T_max  0.16
_exptl_absorpt_correction_T_min  0.06
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.459
_exptl_crystal_description       plate
_exptl_crystal_F_000             371.964
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.18
_refine_diff_density_max         1.21
_refine_diff_density_min         -1.01
_refine_ls_extinction_coef       12(3)
_refine_ls_extinction_method     'Larson (1970), Eq. 22'
_refine_ls_goodness_of_fit_ref   1.1769
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     138
_refine_ls_number_reflns         1629
_refine_ls_number_restraints     54
_refine_ls_R_factor_all          0.0906
_refine_ls_R_factor_gt           0.0399
_refine_ls_shift/su_max          0.000206
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
Method, part 1, Chebychev polynomial (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)],
where Ai are the Chebychev coefficients listed below and x = Fcalc/Fmax.
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)²]²
Ai are: 1.38 0.469 1.07
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0667
_refine_ls_wR_factor_ref         0.0436
_reflns_number_gt                1629
_reflns_number_total             2995
_reflns_threshold_expression     I>3σ(I)
_cod_data_source_file            fg3100.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               2017328
_cod_database_fobs_code          2017328
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br1 0.7753(12) 0.4473(5) -0.1329(7) 0.0590 Uani 0.6670 . .
I I1 0.7722(13) 0.4701(6) -0.1390(7) 0.0466 Uani 0.3330 . .
Br Br3 0.7668(15) -0.0906(7) -0.2533(7) 0.0565 Uani 0.6670 . .
I I3 0.7631(19) -0.1002(8) -0.2681(9) 0.0511 Uani 0.3330 . .
Br Br5 0.7121(13) -0.2268(6) 0.4226(6) 0.0564 Uani 0.6670 . .
I I5 0.7119(15) -0.2428(6) 0.4473(7) 0.0454 Uani 0.3330 . .
C C12 0.7765(11) 0.2802(8) -0.3524(8) 0.0559 Uani 1.0000 . .
C C14 0.7322(12) -0.3195(8) 0.1431(9) 0.0599 Uani 1.0000 . .
C C16 0.7395(12) 0.1641(9) 0.2504(9) 0.0616 Uani 1.0000 . .
C C1 0.7589(8) 0.2097(4) -0.0471(5) 0.0392 Uani 1.0000 . .
C C2 0.7632(8) 0.1578(5) -0.1642(4) 0.0399 Uani 1.0000 . .
C C3 0.7569(8) -0.0131(5) -0.0980(5) 0.0407 Uani 1.0000 . .
C C4 0.7405(8) -0.1324(4) 0.0760(5) 0.0388 Uani 1.0000 . .
C C5 0.7371(8) -0.0693(4) 0.1823(4) 0.0382 Uani 1.0000 . .
C C6 0.7465(9) 0.1014(5) 0.1267(5) 0.0394 Uani 1.0000 . .
H H121 0.7789 0.3967 -0.3735 0.21(3) Uiso 1.0000 . .
H H122 0.8923 0.2885 -0.4404 0.21(3) Uiso 1.0000 . .
H H123 0.6673 0.2369 -0.3683 0.21(3) Uiso 1.0000 . .
H H141 0.7342 -0.3394 0.0466 0.21(3) Uiso 1.0000 . .
H H142 0.8417 -0.3448 0.1741 0.21(3) Uiso 1.0000 . .
H H143 0.6164 -0.3971 0.2522 0.21(3) Uiso 1.0000 . .
H H161 0.7304 0.0664 0.3693 0.21(3) Uiso 1.0000 . .
H H162 0.8543 0.2588 0.1956 0.21(3) Uiso 1.0000 . .
H H163 0.6293 0.2083 0.2677 0.21(3) Uiso 1.0000 . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.0033 0.0016 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Br -0.2901 2.4595 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
I -0.4742 1.8119 'International Tables Vol C 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_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
Br1 C1 C2 . . . 118.04(19) no
I1 C1 C2 . . . 118.28(18) no
Br1 C1 C6 . . . 117.90(19) no
I1 C1 C6 . . . 117.67(18) no
C2 C1 C6 . . . 124.05(9) no
C12 C2 C1 . . . 122.3(2) no
C12 C2 C3 . . . 121.9(2) no
C1 C2 C3 . . . 115.82(9) no
Br3 C3 C2 . . . 117.8(2) no
C2 C3 I3 . . . 117.8(2) no
Br3 C3 C4 . . . 118.0(2) no
C2 C3 C4 . . . 124.19(9) no
I3 C3 C4 . . . 118.0(2) no
C14 C4 C3 . . . 122.3(2) no
C14 C4 C5 . . . 121.9(2) no
C3 C4 C5 . . . 115.85(9) no
Br5 C5 C4 . . . 117.82(18) no
I5 C5 C4 . . . 117.87(18) no
Br5 C5 C6 . . . 117.99(19) no
I5 C5 C6 . . . 117.94(18) no
C4 C5 C6 . . . 124.17(9) no
C16 C6 C5 . . . 122.1(2) no
C16 C6 C1 . . . 122.0(2) no
C5 C6 C1 . . . 115.87(9) no
C2 C12 H121 . . . 109.3 no
C2 C12 H122 . . . 109.5 no
H121 C12 H122 . . . 109.5 no
C2 C12 H123 . . . 109.6 no
H121 C12 H123 . . . 109.5 no
H122 C12 H123 . . . 109.5 no
C4 C14 H141 . . . 109.4 no
C4 C14 H142 . . . 109.1 no
H141 C14 H142 . . . 109.5 no
C4 C14 H143 . . . 109.9 no
H141 C14 H143 . . . 109.5 no
H142 C14 H143 . . . 109.5 no
C6 C16 H161 . . . 109.4 no
C6 C16 H162 . . . 109.4 no
H161 C16 H162 . . . 109.5 no
C6 C16 H163 . . . 109.6 no
H161 C16 H163 . . . 109.5 no
H162 C16 H163 . . . 109.5 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Br1 C1 . . 1.920(4) no
I1 C1 . . 2.114(5) no
Br3 C3 . . 1.898(4) no
I3 C3 . . 2.100(5) no
Br5 C5 . . 1.904(4) no
I5 C5 . . 2.105(5) no
C12 C2 . . 1.505(6) no
C14 C4 . . 1.519(6) no
C16 C6 . . 1.520(7) no
C1 C2 . . 1.389(5) no
C1 C6 . . 1.384(5) no
C2 C3 . . 1.382(5) no
C3 C4 . . 1.392(5) no
C4 C5 . . 1.376(5) no
C5 C6 . . 1.393(5) no
C12 H121 . . 1.000 no
C12 H122 . . 1.000 no
C12 H123 . . 1.000 no
C14 H141 . . 1.000 no
C14 H142 . . 1.000 no
C14 H143 . . 1.000 no
C16 H161 . . 1.000 no
C16 H162 . . 1.000 no
C16 H163 . . 1.000 no
