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#$Date: 2021-07-28 08:23:42 +0300 (Wed, 28 Jul 2021) $
#$Revision: 267783 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/10/88/2108849.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_2108849
loop_
_publ_author_name
'Bujak, Maciej'
'Podsiadło, Marcin'
'Katrusiak, Andrzej'
_publ_section_title
;
 Properties and interactions -- melting point of tribromobenzene isomers
;
_journal_coeditor_code           LO5092
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2052520621006399
_journal_volume                  77
_journal_year                    2021
_chemical_formula_moiety         'C6 H3 Br3'
_chemical_formula_sum            'C6 H3 Br3'
_chemical_formula_weight         314.78
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 113.102(5)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   12.7973(5)
_cell_length_b                   8.2623(3)
_cell_length_c                   15.4666(6)
_cell_measurement_reflns_used    4437
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      31.53
_cell_measurement_theta_min      3.01
_cell_volume                     1504.22(11)
_computing_cell_refinement
'CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)'
_computing_data_collection
'CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)'
_computing_data_reduction
'CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)'
_computing_molecular_graphics    'Mercury (Macrae at al., 2020)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector_area_resol_mean 16.1544
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0595
_diffrn_reflns_av_unetI/netI     0.0375
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            20735
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_min         2.851
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    15.993
_exptl_absorpt_correction_T_max  0.166
_exptl_absorpt_correction_T_min  0.044
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.780
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       tabular
_exptl_crystal_F_000             1152
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.706
_refine_diff_density_min         -0.587
_refine_diff_density_rms         0.138
_refine_ls_extinction_coef       0.00053(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014)'
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         2944
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0420
_refine_ls_R_factor_gt           0.0271
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0199P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0515
_refine_ls_wR_factor_ref         0.0545
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2364
_reflns_number_total             2944
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            lo5092sup1.cif
_cod_data_source_block           123TBB_100K
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2108849
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.048
_shelx_estimated_absorpt_t_max   0.161
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C11 C 0.4736(3) 0.2316(6) 0.0507(3) 0.0153(10) Uani 1 1 d . . . . .
Br11 Br 0.54994(4) 0.30087(6) 0.17635(3) 0.02269(13) Uani 1 1 d . . . . .
C12 C 0.3833(3) 0.1246(5) 0.0258(3) 0.0115(9) Uani 1 1 d . . . . .
Br12 Br 0.33085(3) 0.04471(6) 0.11605(3) 0.01838(12) Uani 1 1 d . . . . .
C13 C 0.3302(3) 0.0789(6) -0.0678(3) 0.0147(10) Uani 1 1 d . . . . .
Br13 Br 0.20472(4) -0.06360(6) -0.10801(3) 0.02237(12) Uani 1 1 d . . . . .
C14 C 0.3667(4) 0.1383(6) -0.1344(3) 0.0175(10) Uani 1 1 d . . . . .
H14 H 0.3305 0.1065 -0.1968 0.021 Uiso 1 1 calc R U . . .
C15 C 0.4568(3) 0.2448(6) -0.1088(3) 0.0175(10) Uani 1 1 d . . . . .
H15 H 0.4808 0.2854 -0.1540 0.021 Uiso 1 1 calc R U . . .
C16 C 0.5113(4) 0.2911(6) -0.0158(3) 0.0178(10) Uani 1 1 d . . . . .
H16 H 0.5728 0.3616 0.0020 0.021 Uiso 1 1 calc R U . . .
C21 C 0.0709(3) 0.7280(6) 0.0420(3) 0.0152(10) Uani 1 1 d . . . . .
Br21 Br 0.11865(4) 0.80033(6) 0.16767(3) 0.02038(12) Uani 1 1 d . . . . .
C22 C 0.1359(3) 0.6191(6) 0.0151(3) 0.0134(9) Uani 1 1 d . . . . .
Br22 Br 0.27500(3) 0.54020(6) 0.10351(3) 0.01850(12) Uani 1 1 d . . . . .
C23 C 0.0971(3) 0.5749(6) -0.0788(3) 0.0138(9) Uani 1 1 d . . . . .
Br23 Br 0.18230(4) 0.43148(6) -0.12113(3) 0.02108(12) Uani 1 1 d . . . . .
C24 C -0.0025(3) 0.6345(6) -0.1440(3) 0.0173(10) Uani 1 1 d . . . . .
H24 H -0.0272 0.6032 -0.2067 0.021 Uiso 1 1 calc R U . . .
C25 C -0.0665(3) 0.7426(6) -0.1156(3) 0.0178(10) Uani 1 1 d . . . . .
H25 H -0.1342 0.7834 -0.1595 0.021 Uiso 1 1 calc R U . . .
C26 C -0.0299(3) 0.7893(6) -0.0230(3) 0.0157(10) Uani 1 1 d . . . . .
H26 H -0.0727 0.8616 -0.0043 0.019 Uiso 1 1 calc R U . . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 C11 C16 121.0(4) . . ?
C12 C11 Br11 121.2(3) . . ?
C16 C11 Br11 117.8(3) . . ?
C11 C12 C13 118.6(4) . . ?
C11 C12 Br12 121.1(3) . . ?
C13 C12 Br12 120.3(3) . . ?
C14 C13 C12 120.8(4) . . ?
C14 C13 Br13 118.0(3) . . ?
C12 C13 Br13 121.2(3) . . ?
C13 C14 C15 120.2(4) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C14 C15 C16 119.9(4) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 C11 119.6(4) . . ?
C15 C16 H16 120.2 . . ?
C11 C16 H16 120.2 . . ?
C26 C21 C22 120.9(4) . . ?
C26 C21 Br21 117.7(3) . . ?
C22 C21 Br21 121.4(3) . . ?
C23 C22 C21 118.2(4) . . ?
C23 C22 Br22 121.1(3) . . ?
C21 C22 Br22 120.7(3) . . ?
C24 C23 C22 121.6(4) . . ?
C24 C23 Br23 117.8(3) . . ?
C22 C23 Br23 120.6(3) . . ?
C23 C24 C25 119.3(4) . . ?
C23 C24 H24 120.3 . . ?
C25 C24 H24 120.3 . . ?
C26 C25 C24 120.4(4) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C25 C26 C21 119.6(4) . . ?
C25 C26 H26 120.2 . . ?
C21 C26 H26 120.2 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C11 C12 1.384(6) . ?
C11 C16 1.386(6) . ?
C11 Br11 1.888(4) . ?
C12 C13 1.388(6) . ?
C12 Br12 1.890(4) . ?
C13 C14 1.378(6) . ?
C13 Br13 1.889(4) . ?
C14 C15 1.379(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.384(6) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C21 C26 1.384(6) . ?
C21 C22 1.395(6) . ?
C21 Br21 1.891(4) . ?
C22 C23 1.386(6) . ?
C22 Br22 1.886(4) . ?
C23 C24 1.370(6) . ?
C23 Br23 1.893(4) . ?
C24 C25 1.394(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.375(6) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C16 C11 C12 C13 -0.6(7) . . . . ?
Br11 C11 C12 C13 179.6(3) . . . . ?
C16 C11 C12 Br12 -179.5(3) . . . . ?
Br11 C11 C12 Br12 0.8(5) . . . . ?
C11 C12 C13 C14 0.2(6) . . . . ?
Br12 C12 C13 C14 179.0(3) . . . . ?
C11 C12 C13 Br13 -178.9(3) . . . . ?
Br12 C12 C13 Br13 0.0(5) . . . . ?
C12 C13 C14 C15 -0.1(7) . . . . ?
Br13 C13 C14 C15 178.9(3) . . . . ?
C13 C14 C15 C16 0.5(7) . . . . ?
C14 C15 C16 C11 -1.0(7) . . . . ?
C12 C11 C16 C15 1.0(7) . . . . ?
Br11 C11 C16 C15 -179.2(3) . . . . ?
C26 C21 C22 C23 0.5(6) . . . . ?
Br21 C21 C22 C23 -178.3(3) . . . . ?
C26 C21 C22 Br22 178.5(3) . . . . ?
Br21 C21 C22 Br22 -0.3(5) . . . . ?
C21 C22 C23 C24 -0.4(6) . . . . ?
Br22 C22 C23 C24 -178.4(3) . . . . ?
C21 C22 C23 Br23 178.6(3) . . . . ?
Br22 C22 C23 Br23 0.6(5) . . . . ?
C22 C23 C24 C25 0.1(7) . . . . ?
Br23 C23 C24 C25 -178.9(3) . . . . ?
C23 C24 C25 C26 0.1(7) . . . . ?
C24 C25 C26 C21 -0.1(7) . . . . ?
C22 C21 C26 C25 -0.2(7) . . . . ?
Br21 C21 C26 C25 178.6(3) . . . . ?

_cod_database_fobs_code 2108849
