#------------------------------------------------------------------------------
#$Date: 2015-06-04 10:44:53 +0200 (jue 04 de jun de 2015) $
#$Revision: 137874 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/72/7117261.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7117261
loop_
_publ_author_name
'Viswanadha G. Saraswatula'
'Binoy K. Saha'
_publ_section_title
;
 A thermal expansion investigation of the melting point anomaly in
 trihalomesitylenes
;
_journal_name_full               Chem.Commun.
_journal_page_first              9829
_journal_paper_doi               10.1039/C5cc03033A
_journal_volume                  51
_journal_year                    2015
_chemical_formula_moiety         'C9 H9 Br3'
_chemical_formula_sum            'C9 H9 Br3'
_chemical_formula_weight         356.89
_chemical_name_systematic
;
tribromomesitylene 
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2013-09-28
_audit_creation_method
;
  Olex2 1.2
  (compiled Dec  5 2012 16:17:34, GUI svn.r4385)
;
_audit_update_record
;
2015-04-06 deposited with the CCDC.
2015-05-07 downloaded from the CCDC.
;
_cell_angle_alpha                119.802(9)
_cell_angle_beta                 106.864(8)
_cell_angle_gamma                95.034(7)
_cell_formula_units_Z            2
_cell_length_a                   7.7114(7)
_cell_length_b                   9.0669(8)
_cell_length_c                   9.0829(8)
_cell_measurement_reflns_used    1569
_cell_measurement_temperature    190(2)
_cell_measurement_theta_max      29.0684
_cell_measurement_theta_min      4.1155
_cell_volume                     506.39(11)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
olex2.solve (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard,
H. Puschmann, in preparation, 2011)
;
_diffrn_ambient_temperature      190(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.9923
_diffrn_measured_fraction_theta_max 0.9372
_diffrn_measurement_details
;
  1 omega  -17.00   17.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      -17.4178 -103.0000    8.0000 34

  2 omega  -13.00   23.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      -17.4178  -99.0000 -120.0000 36

  3 omega  -38.00   47.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      -17.4178   57.0000  120.0000 85

  4 omega  -26.00   49.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      -17.4178   57.0000 -120.0000 75

  5 omega  -71.00  -19.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      -17.4178  -57.0000  150.0000 52

  6 omega  -32.00   50.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      -17.4178   57.0000    0.0000 82

  7 omega  -86.00  -59.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      -17.4178  -57.0000  -30.0000 27

  8 omega  -86.00    4.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      -17.4178  -57.0000   90.0000 90
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0506953000
_diffrn_orient_matrix_UB_12      0.0460782000
_diffrn_orient_matrix_UB_13      0.0538518000
_diffrn_orient_matrix_UB_21      0.0770602000
_diffrn_orient_matrix_UB_22      0.0775334000
_diffrn_orient_matrix_UB_23      0.0533896000
_diffrn_orient_matrix_UB_31      -0.0388723000
_diffrn_orient_matrix_UB_32      0.0260856000
_diffrn_orient_matrix_UB_33      -0.0613747000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0389
_diffrn_reflns_av_unetI/netI     0.0610
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4841
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.13
_diffrn_reflns_theta_min         4.12
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    11.892
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.29212
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.341
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             336
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.839
_refine_diff_density_min         -1.114
_refine_diff_density_rms         0.170
_refine_ls_extinction_coef       0.0155(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     113
_refine_ls_number_reflns         2332
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0396
_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)+(0.0373P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0826
_refine_ls_wR_factor_ref         0.0911
_reflns_number_gt                1852
_reflns_number_total             2332
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5cc03033a2.cif
_cod_data_source_block           tbm-190K
_cod_original_cell_volume        506.39(8)
_cod_database_code               7117261
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br3 Br 0.73439(8) 0.60195(7) 0.74264(7) 0.02855(18) Uani 1 1 d . . .
Br2 Br 0.78213(7) 0.73092(7) 1.43341(7) 0.02673(17) Uani 1 1 d . . .
Br1 Br 0.73182(8) 0.04450(7) 0.86130(8) 0.03049(18) Uani 1 1 d . . .
C5 C 0.7445(6) 0.5200(7) 0.9010(7) 0.0182(10) Uani 1 1 d . . .
C7 C 0.7594(8) 0.3257(7) 1.2491(7) 0.0293(13) Uani 1 1 d . . .
H7A H 0.8352 0.2413 1.2268 0.044 Uiso 1 1 calc R . .
H7B H 0.6304 0.2658 1.2193 0.044 Uiso 1 1 calc R . .
H7C H 0.8153 0.4237 1.3788 0.044 Uiso 1 1 calc R . .
C6 C 0.7380(6) 0.3433(6) 0.8289(6) 0.0179(10) Uani 1 1 d . . .
C9 C 0.7271(7) 0.2197(7) 0.6371(7) 0.0246(11) Uani 1 1 d . . .
H9A H 0.8406 0.2612 0.6248 0.037 Uiso 1 1 calc R . .
H9B H 0.6153 0.2166 0.5487 0.037 Uiso 1 1 calc R . .
H9C H 0.7183 0.1005 0.6125 0.037 Uiso 1 1 calc R . .
C1 C 0.7441(6) 0.2869(6) 0.9494(7) 0.0187(10) Uani 1 1 d . . .
C2 C 0.7555(6) 0.3972(7) 1.1291(6) 0.0182(10) Uani 1 1 d . . .
C8 C 0.7631(7) 0.8304(7) 1.1481(7) 0.0266(12) Uani 1 1 d . . .
H8A H 0.6969 0.8403 1.0449 0.040 Uiso 1 1 calc R . .
H8B H 0.8948 0.9022 1.2088 0.040 Uiso 1 1 calc R . .
H8C H 0.7017 0.8729 1.2363 0.040 Uiso 1 1 calc R . .
C4 C 0.7569(6) 0.6412(7) 1.0781(7) 0.0194(10) Uani 1 1 d . . .
C3 C 0.7619(6) 0.5721(6) 1.1882(6) 0.0166(10) Uani 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br3 0.0453(3) 0.0233(3) 0.0238(3) 0.0170(3) 0.0141(2) 0.0097(3)
Br2 0.0402(3) 0.0186(3) 0.0174(3) 0.0064(2) 0.0130(2) 0.0070(2)
Br1 0.0512(4) 0.0135(3) 0.0297(3) 0.0116(3) 0.0191(3) 0.0118(3)
C5 0.018(2) 0.018(3) 0.018(3) 0.010(2) 0.0057(19) 0.003(2)
C7 0.048(3) 0.030(3) 0.028(3) 0.021(3) 0.023(3) 0.020(3)
C6 0.020(2) 0.013(3) 0.016(3) 0.006(2) 0.0051(19) 0.002(2)
C9 0.040(3) 0.020(3) 0.018(3) 0.011(2) 0.014(2) 0.013(2)
C1 0.021(2) 0.010(2) 0.026(3) 0.011(2) 0.008(2) 0.004(2)
C2 0.019(2) 0.018(3) 0.017(3) 0.009(2) 0.007(2) 0.003(2)
C8 0.039(3) 0.013(3) 0.028(3) 0.011(3) 0.013(2) 0.005(2)
C4 0.018(2) 0.016(3) 0.020(3) 0.009(2) 0.0028(19) 0.002(2)
C3 0.023(2) 0.010(2) 0.011(2) 0.004(2) 0.0040(19) 0.001(2)
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
C6 C5 Br3 116.8(3) . .
C6 C5 C4 125.5(4) . .
C4 C5 Br3 117.8(4) . .
H7A C7 H7B 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C2 C7 H7A 109.5 . .
C2 C7 H7B 109.5 . .
C2 C7 H7C 109.5 . .
C5 C6 C9 122.9(4) . .
C5 C6 C1 115.2(4) . .
C1 C6 C9 121.9(4) . .
C6 C9 H9A 109.5 . .
C6 C9 H9B 109.5 . .
C6 C9 H9C 109.5 . .
H9A C9 H9B 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C6 C1 Br1 118.4(4) . .
C2 C1 Br1 117.7(3) . .
C2 C1 C6 123.9(4) . .
C1 C2 C7 120.6(4) . .
C3 C2 C7 123.1(4) . .
C3 C2 C1 116.3(4) . .
H8A C8 H8B 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C4 C8 H8A 109.5 . .
C4 C8 H8B 109.5 . .
C4 C8 H8C 109.5 . .
C5 C4 C8 123.0(4) . .
C5 C4 C3 115.1(4) . .
C3 C4 C8 121.9(4) . .
C2 C3 Br2 118.5(3) . .
C2 C3 C4 124.0(4) . .
C4 C3 Br2 117.5(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br3 C5 1.906(4) .
Br2 C3 1.905(5) .
Br1 C1 1.911(5) .
C5 C6 1.387(7) .
C5 C4 1.392(6) .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C7 C2 1.515(6) .
C6 C9 1.503(6) .
C6 C1 1.411(6) .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C1 C2 1.397(6) .
C2 C3 1.389(7) .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C8 C4 1.495(7) .
C4 C3 1.413(6) .
