#------------------------------------------------------------------------------
#$Date: 2015-06-04 10:44:53 +0200 (jue 04 de jun de 2015) $
#$Revision: 137874 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/72/7117267.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_7117267
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 Cl3'
_chemical_formula_sum            'C9 H9 Cl3'
_chemical_formula_weight         223.51
_chemical_name_systematic
;
trichloromesitylene  
;
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2013-09-27
_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                119.644(10)
_cell_angle_beta                 107.231(10)
_cell_angle_gamma                96.278(9)
_cell_formula_units_Z            2
_cell_length_a                   7.7076(10)
_cell_length_b                   8.8010(8)
_cell_length_c                   8.8248(8)
_cell_measurement_reflns_used    1649
_cell_measurement_temperature    226(2)
_cell_measurement_theta_max      29.2379
_cell_measurement_theta_min      4.1818
_cell_volume                     472.73(12)
_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
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      226(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.9953
_diffrn_measured_fraction_theta_max 0.9531
_diffrn_measurement_details
;
  1 omega  -81.00  -13.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.3397  -37.0000 -150.0000 68

  2 omega   11.00   37.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.3397   37.0000 -120.0000 26

  3 omega  -71.00  -35.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.3397 -178.0000 -150.0000 36

  4 omega  -37.00  -11.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.3397   37.0000 -120.0000 26

  5 omega  -73.00  -35.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.3397 -178.0000  -90.0000 38

  6 omega  -87.00    8.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.3397  -77.0000 -180.0000 95

  7 omega   -3.00   89.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       19.0585   77.0000  120.0000 92

  8 omega    7.00   61.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       19.0585 -101.0000   15.0000 54

  9 omega   -2.00   48.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       19.0585   57.0000    0.0000 50
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0457459000
_diffrn_orient_matrix_UB_12      0.0353102000
_diffrn_orient_matrix_UB_13      0.0984435000
_diffrn_orient_matrix_UB_21      0.0134420000
_diffrn_orient_matrix_UB_22      -0.0861259000
_diffrn_orient_matrix_UB_23      -0.0233320000
_diffrn_orient_matrix_UB_31      0.0893565000
_diffrn_orient_matrix_UB_32      0.0289356000
_diffrn_orient_matrix_UB_33      -0.0003874000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0239
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4591
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.30
_diffrn_reflns_theta_min         4.19
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.907
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89756
_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    1.570
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             228
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.325
_refine_diff_density_min         -0.349
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     112
_refine_ls_number_reflns         2196
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.082
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0400
_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)+(0.0483P)²+0.1535P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0997
_refine_ls_wR_factor_ref         0.1096
_reflns_number_gt                1748
_reflns_number_total             2196
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5cc03033a2.cif
_cod_data_source_block           tcm-226K
_cod_original_cell_volume        472.73(9)
_cod_database_code               7117267
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
Cl1 Cl 0.74043(10) 0.09720(8) 0.74494(9) 0.04332(19) Uani 1 1 d . . .
Cl2 Cl 0.77809(9) 0.65743(8) 1.41241(8) 0.04184(19) Uani 1 1 d . . .
Cl3 Cl 0.73410(11) 0.75128(9) 0.84519(9) 0.0496(2) Uani 1 1 d . . .
C2 C 0.7584(3) 0.3884(3) 1.0723(3) 0.0308(5) Uani 1 1 d . . .
C4 C 0.7547(3) 0.6869(3) 1.1175(3) 0.0306(5) Uani 1 1 d . . .
C5 C 0.7419(3) 0.6103(3) 0.9315(3) 0.0307(5) Uani 1 1 d . . .
C6 C 0.7359(3) 0.4297(3) 0.8115(3) 0.0295(5) Uani 1 1 d . . .
C1 C 0.7454(3) 0.3241(3) 0.8883(3) 0.0300(5) Uani 1 1 d . . .
C7 C 0.7680(4) 0.2676(4) 1.1489(4) 0.0459(6) Uani 1 1 d . . .
H7A H 0.7950 0.1583 1.0662 0.069 Uiso 1 1 calc R . .
H7B H 0.6466 0.2323 1.1531 0.069 Uiso 1 1 calc R . .
H7C H 0.8684 0.3347 1.2764 0.069 Uiso 1 1 calc R . .
C8 C 0.7605(4) 0.8841(3) 1.2408(4) 0.0409(6) Uani 1 1 d . . .
H8A H 0.8817 0.9657 1.2769 0.061 Uiso 1 1 calc R . .
H8B H 0.7463 0.9050 1.3546 0.061 Uiso 1 1 calc R . .
H8C H 0.6572 0.9081 1.1701 0.061 Uiso 1 1 calc R . .
C3 C 0.7621(3) 0.5701(3) 1.1807(3) 0.0294(5) Uani 1 1 d . . .
C9 C 0.7194(4) 0.3533(3) 0.6105(3) 0.0404(6) Uani 1 1 d . . .
H9A H 0.6209 0.3875 0.5475 0.061 Uiso 1 1 calc R . .
H9B H 0.6862 0.2205 0.5407 0.061 Uiso 1 1 calc R . .
H9C H 0.8405 0.4031 0.6144 0.061 Uiso 1 1 calc R . .
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
Cl1 0.0619(4) 0.0272(3) 0.0358(3) 0.0119(3) 0.0230(3) 0.0163(3)
Cl2 0.0581(4) 0.0436(4) 0.0242(3) 0.0166(3) 0.0205(3) 0.0172(3)
Cl3 0.0810(5) 0.0419(4) 0.0421(4) 0.0299(3) 0.0306(3) 0.0252(3)
C2 0.0350(12) 0.0311(11) 0.0272(11) 0.0165(9) 0.0130(9) 0.0110(9)
C4 0.0321(12) 0.0277(10) 0.0255(11) 0.0109(9) 0.0112(9) 0.0078(9)
C5 0.0345(12) 0.0305(11) 0.0283(11) 0.0171(10) 0.0128(9) 0.0099(9)
C6 0.0308(11) 0.0299(11) 0.0228(10) 0.0115(9) 0.0114(9) 0.0072(9)
C1 0.0329(12) 0.0264(10) 0.0252(11) 0.0106(9) 0.0118(9) 0.0092(9)
C7 0.0680(18) 0.0413(14) 0.0401(14) 0.0280(12) 0.0250(13) 0.0199(13)
C8 0.0540(16) 0.0289(11) 0.0327(13) 0.0116(10) 0.0181(11) 0.0146(11)
C3 0.0322(12) 0.0329(11) 0.0209(10) 0.0128(9) 0.0119(9) 0.0101(9)
C9 0.0531(15) 0.0401(13) 0.0242(12) 0.0141(11) 0.0182(11) 0.0135(11)
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'
Cl Cl 0.1484 0.1585 '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
C1 C2 C7 121.9(2) . .
C3 C2 C1 115.9(2) . .
C3 C2 C7 122.2(2) . .
C5 C4 C8 121.8(2) . .
C3 C4 C5 115.6(2) . .
C3 C4 C8 122.6(2) . .
C4 C5 Cl3 117.61(17) . .
C6 C5 Cl3 118.10(17) . .
C6 C5 C4 124.3(2) . .
C5 C6 C9 122.0(2) . .
C1 C6 C5 115.8(2) . .
C1 C6 C9 122.2(2) . .
C2 C1 Cl1 118.21(17) . .
C6 C1 Cl1 117.74(16) . .
C6 C1 C2 124.0(2) . .
C2 C7 H7A 109.5 . .
C2 C7 H7B 109.5 . .
C2 C7 H7C 109.5 . .
H7A C7 H7B 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C4 C8 H8A 109.5 . .
C4 C8 H8B 109.5 . .
C4 C8 H8C 109.5 . .
H8A C8 H8B 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C2 C3 Cl2 117.66(17) . .
C4 C3 Cl2 117.95(17) . .
C4 C3 C2 124.4(2) . .
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 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl1 C1 1.745(2) .
Cl2 C3 1.750(2) .
Cl3 C5 1.746(2) .
C2 C1 1.396(3) .
C2 C7 1.513(3) .
C2 C3 1.391(3) .
C4 C5 1.397(3) .
C4 C8 1.511(3) .
C4 C3 1.389(3) .
C5 C6 1.393(3) .
C6 C1 1.392(3) .
C6 C9 1.511(3) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C7 H7C 0.9700 .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C8 H8C 0.9700 .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C9 H9C 0.9700 .
