#------------------------------------------------------------------------------
#$Date: 2015-06-04 10:44:53 +0200 (jue 04 de jun de 2015) $
#$Revision: 137874 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/72/7117262.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_7117262
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                119.773(10)
_cell_angle_beta                 106.867(9)
_cell_angle_gamma                95.034(8)
_cell_formula_units_Z            2
_cell_length_a                   7.7305(7)
_cell_length_b                   9.0698(8)
_cell_length_c                   9.0855(9)
_cell_measurement_reflns_used    1388
_cell_measurement_temperature    226(2)
_cell_measurement_theta_max      29.0661
_cell_measurement_theta_min      4.1097
_cell_volume                     508.12(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      226(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.9928
_diffrn_measured_fraction_theta_max 0.9327
_diffrn_measurement_details
;
  1 omega  -34.00   51.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      -17.3397   57.0000    0.0000 85

  2 omega  -20.00   25.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      -17.3397 -102.0000    7.0000 45

  3 omega  -32.00   46.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      -17.3397   57.0000  120.0000 78

  4 omega  -23.00    3.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      -17.3397  -99.0000  150.0000 26

  5 omega  -29.00   51.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      -17.3397   57.0000 -120.0000 80

  6 omega   35.00   62.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       19.0585  178.0000 -120.0000 27

  7 omega   32.00   61.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       19.0585  -99.0000  -90.0000 29

  8 omega  -87.00   13.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      -17.3397  -77.0000 -120.0000 100
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0503276000
_diffrn_orient_matrix_UB_12      0.0459088000
_diffrn_orient_matrix_UB_13      0.0541869000
_diffrn_orient_matrix_UB_21      0.0773922000
_diffrn_orient_matrix_UB_22      0.0771027000
_diffrn_orient_matrix_UB_23      0.0541417000
_diffrn_orient_matrix_UB_31      -0.0380347000
_diffrn_orient_matrix_UB_32      0.0274008000
_diffrn_orient_matrix_UB_33      -0.0603171000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_av_unetI/netI     0.0616
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4728
_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    11.851
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.25114
_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    2.333
_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         0.804
_refine_diff_density_min         -0.736
_refine_diff_density_rms         0.144
_refine_ls_extinction_coef       0.0204(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   1.013
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     113
_refine_ls_number_reflns         2329
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0381
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0307P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0740
_refine_ls_wR_factor_ref         0.0827
_reflns_number_gt                1794
_reflns_number_total             2329
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5cc03033a2.cif
_cod_data_source_block           tbm-226K
_cod_original_cell_volume        508.12(8)
_cod_database_code               7117262
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 0.73497(8) 0.60221(7) 0.74296(7) 0.03469(18) Uani 1 1 d . . .
Br2 Br 0.78229(7) 0.73068(7) 1.43256(6) 0.03289(17) Uani 1 1 d . . .
Br1 Br 0.73120(8) 0.04540(7) 0.86119(7) 0.03689(18) Uani 1 1 d . . .
C5 C 0.7449(6) 0.5201(6) 0.9004(6) 0.0229(10) Uani 1 1 d . . .
C7 C 0.7594(8) 0.3271(7) 1.2495(7) 0.0358(12) Uani 1 1 d . . .
H7A H 0.8813 0.3079 1.2886 0.054 Uiso 1 1 calc R . .
H7B H 0.6618 0.2162 1.1812 0.054 Uiso 1 1 calc R . .
H7C H 0.7380 0.4125 1.3565 0.054 Uiso 1 1 calc R . .
C6 C 0.7382(6) 0.3426(6) 0.8286(6) 0.0193(9) Uani 1 1 d . . .
C9 C 0.7267(7) 0.2193(6) 0.6365(6) 0.0294(11) Uani 1 1 d . . .
H9A H 0.8483 0.2448 0.6310 0.044 Uiso 1 1 calc R . .
H9B H 0.6333 0.2354 0.5519 0.044 Uiso 1 1 calc R . .
H9C H 0.6910 0.0980 0.6025 0.044 Uiso 1 1 calc R . .
C1 C 0.7429(6) 0.2872(6) 0.9489(6) 0.0219(10) Uani 1 1 d . . .
C2 C 0.7547(6) 0.3967(6) 1.1280(6) 0.0235(10) Uani 1 1 d . . .
C8 C 0.7649(7) 0.8314(6) 1.1492(6) 0.0326(12) Uani 1 1 d . . .
H8A H 0.6674 0.8378 1.0589 0.049 Uiso 1 1 calc R . .
H8B H 0.8871 0.8937 1.1705 0.049 Uiso 1 1 calc R . .
H8C H 0.7451 0.8855 1.2634 0.049 Uiso 1 1 calc R . .
C4 C 0.7572(6) 0.6397(6) 1.0786(6) 0.0215(9) Uani 1 1 d . . .
C3 C 0.7616(6) 0.5723(6) 1.1880(6) 0.0205(9) 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 0.0545(4) 0.0300(3) 0.0284(3) 0.0209(2) 0.0175(2) 0.0131(2)
Br2 0.0493(3) 0.0251(3) 0.0201(3) 0.0081(2) 0.0164(2) 0.0097(2)
Br1 0.0614(4) 0.0179(3) 0.0350(3) 0.0141(2) 0.0230(3) 0.0151(2)
C5 0.026(2) 0.023(3) 0.020(2) 0.014(2) 0.0070(19) 0.003(2)
C7 0.053(3) 0.036(3) 0.031(3) 0.023(3) 0.022(2) 0.018(3)
C6 0.019(2) 0.016(2) 0.018(2) 0.0069(19) 0.0058(17) 0.0039(18)
C9 0.046(3) 0.022(3) 0.024(2) 0.012(2) 0.017(2) 0.012(2)
C1 0.025(2) 0.011(2) 0.029(2) 0.011(2) 0.0097(19) 0.0069(19)
C2 0.029(2) 0.021(3) 0.019(2) 0.010(2) 0.0093(19) 0.009(2)
C8 0.051(3) 0.019(3) 0.026(3) 0.011(2) 0.017(2) 0.010(2)
C4 0.021(2) 0.017(2) 0.021(2) 0.008(2) 0.0061(18) 0.0032(19)
C3 0.026(2) 0.017(2) 0.015(2) 0.0062(19) 0.0083(18) 0.0057(19)
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 117.1(3) . .
C6 C5 C4 124.4(4) . .
C4 C5 Br3 118.5(3) . .
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 122.5(4) . .
C5 C6 C1 115.1(4) . .
C1 C6 C9 122.4(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 118.0(3) . .
C2 C1 Br1 117.6(3) . .
C2 C1 C6 124.4(4) . .
C1 C2 C7 121.3(4) . .
C1 C2 C3 116.4(4) . .
C3 C2 C7 122.4(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 122.0(4) . .
C3 C4 C5 116.3(4) . .
C3 C4 C8 121.8(4) . .
C2 C3 Br2 118.7(3) . .
C2 C3 C4 123.5(4) . .
C4 C3 Br2 117.8(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br3 C5 1.900(4) .
Br2 C3 1.900(4) .
Br1 C1 1.908(4) .
C5 C6 1.394(6) .
C5 C4 1.398(6) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C7 H7C 0.9700 .
C7 C2 1.514(6) .
C6 C9 1.503(6) .
C6 C1 1.406(6) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C9 H9C 0.9700 .
C1 C2 1.391(6) .
C2 C3 1.394(6) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C8 H8C 0.9700 .
C8 C4 1.513(6) .
C4 C3 1.396(6) .
