#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/56/2215609.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_2215609
loop_
_publ_author_name
'González Martínez, Sandra Patricia'
'Bernès, Sylvain'
_publ_section_title
;
 2,4,6-Trichlorophenol
;
_journal_coeditor_code           NG2314
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3947
_journal_page_last               o3947
_journal_paper_doi               10.1107/S1600536807042080
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C6 H3 Cl3 O'
_chemical_formula_moiety         'C6 H3 Cl3 O'
_chemical_formula_sum            'C6 H3 Cl3 O'
_chemical_formula_weight         197.43
_chemical_melting_point          342
_chemical_name_common            2,4,6-Trichlorophenol
_chemical_name_systematic        2,4,6-Trichlorophenol
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXTL-Plus
_cell_angle_alpha                90.00
_cell_angle_beta                 95.05(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   3.8181(18)
_cell_length_b                   15.742(7)
_cell_length_c                   12.127(6)
_cell_measurement_reflns_used    47
_cell_measurement_temperature    297.0(10)
_cell_measurement_theta_max      12.37
_cell_measurement_theta_min      6.03
_cell_volume                     726.1(6)
_computing_cell_refinement       'XSCANS (Siemens, 1999)'
_computing_data_collection       'XSCANS (Siemens, 1999)'
_computing_data_reduction        'XSCANS (Siemens, 1999)'
_computing_molecular_graphics    'Mercury (Macrae et al.,  2006)'
_computing_publication_material  'SHELXTL-Plus (Sheldrick, 1998)'
_computing_structure_refinement  'SHELXTL-Plus (Sheldrick, 1998)'
_computing_structure_solution    'SHELXTL-Plus (Sheldrick, 1998)'
_diffrn_ambient_temperature      297.0(10)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       2θ/ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0886
_diffrn_reflns_av_sigmaI/netI    0.0769
_diffrn_reflns_limit_h_max       2
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       1
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            2445
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.13
_diffrn_standards_decay_%        1.5
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.178
_exptl_absorpt_correction_T_max  0.95392
_exptl_absorpt_correction_T_min  0.79181
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   '(XSCANS; Siemens, 1999)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.806
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.282
_refine_diff_density_min         -0.383
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     91
_refine_ls_number_reflns         1427
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0571
_refine_ls_R_factor_gt           0.0404
_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)+(0.0372P)²+0.2366P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0980
_refine_ls_wR_factor_ref         0.1093
_reflns_number_gt                1086
_reflns_number_total             1427
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ng2314.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Gaussian' changed to 'gaussian'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Gaussian' changed to
'gaussian' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2215609
_cod_database_fobs_code          2215609
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
Cl Cl2 1.2802(2) 0.10705(5) 0.52181(6) 0.0599(3) Uani d . 1
Cl Cl4 0.6704(3) 0.06153(5) 0.11139(7) 0.0627(3) Uani d . 1
Cl Cl6 0.7136(2) 0.37081(5) 0.29722(6) 0.0587(3) Uani d . 1
O O1 1.1072(7) 0.28196(14) 0.48426(17) 0.0594(6) Uani d . 1
H H1 1.0670 0.3331 0.4822 0.089 Uiso d R 1
C C1 0.9955(8) 0.23290(17) 0.3971(2) 0.0414(6) Uani d . 1
C C2 1.0664(7) 0.14727(19) 0.4024(2) 0.0420(6) Uani d . 1
C C3 0.9675(8) 0.09404(17) 0.3154(2) 0.0445(6) Uani d . 1
H H3 1.0169 0.0362 0.3200 0.053 Uiso calc R 1
C C4 0.7952(8) 0.12773(17) 0.2219(2) 0.0437(6) Uani d . 1
C C5 0.7129(7) 0.21246(18) 0.2133(2) 0.0413(6) Uani d . 1
H H5 0.5911 0.2343 0.1498 0.050 Uiso calc R 1
C C6 0.8167(8) 0.26403(17) 0.3019(2) 0.0408(6) Uani d . 1
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Cl2 0.0671(5) 0.0637(5) 0.0464(4) 0.0052(4) -0.0082(3) 0.0143(3)
Cl4 0.0876(6) 0.0460(4) 0.0519(4) -0.0112(4) -0.0086(4) -0.0119(3)
Cl6 0.0812(6) 0.0372(4) 0.0559(5) 0.0080(4) -0.0031(4) -0.0018(3)
O1 0.0813(15) 0.0537(12) 0.0406(11) 0.0020(11) -0.0093(10) -0.0117(9)
C1 0.0489(16) 0.0407(14) 0.0347(12) -0.0026(13) 0.0049(12) -0.0037(11)
C2 0.0429(15) 0.0453(14) 0.0374(13) 0.0012(12) 0.0023(11) 0.0040(11)
C3 0.0533(17) 0.0355(13) 0.0447(15) 0.0015(13) 0.0033(13) 0.0034(11)
C4 0.0529(16) 0.0389(14) 0.0396(14) -0.0059(13) 0.0059(12) -0.0031(11)
C5 0.0465(16) 0.0427(14) 0.0338(13) -0.0015(12) -0.0010(11) 0.0009(10)
C6 0.0466(15) 0.0337(13) 0.0419(13) 0.0032(12) 0.0032(12) 0.0016(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'
O O 0.0106 0.0060 '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_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
1 -2 -1
1 2 -1
1 2 1
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.0200
0 -1 0 0.0200
0 0 -1 0.1000
0 0 1 0.1000
1 0 0 0.4000
-1 0 0 0.4000
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 O1 H1 119.6
O1 C1 C2 118.5(3)
O1 C1 C6 123.5(3)
C2 C1 C6 117.9(2)
C3 C2 C1 121.5(3)
C3 C2 Cl2 120.0(2)
C1 C2 Cl2 118.5(2)
C4 C3 C2 118.7(3)
C4 C3 H3 120.7
C2 C3 H3 120.7
C3 C4 C5 122.1(3)
C3 C4 Cl4 119.2(2)
C5 C4 Cl4 118.7(2)
C4 C5 C6 117.7(3)
C4 C5 H5 121.1
C6 C5 H5 121.1
C5 C6 C1 122.1(2)
C5 C6 Cl6 120.0(2)
C1 C6 Cl6 117.9(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl2 C2 1.719(3)
Cl4 C4 1.731(3)
Cl6 C6 1.726(3)
O1 C1 1.347(3)
O1 H1 0.8200
C1 C2 1.375(4)
C1 C6 1.379(4)
C2 C3 1.374(4)
C3 C4 1.366(4)
C3 H3 0.9300
C4 C5 1.372(4)
C5 C6 1.377(4)
C5 H5 0.9300
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1 H1 Cl6 . 0.82 2.58 2.960(3) 109.5 no
O1 H1 Cl4 4_566 0.82 2.81 3.418(3) 132.1 no
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
O1 C1 C2 C3 -178.4(3)
C6 C1 C2 C3 0.9(4)
O1 C1 C2 Cl2 2.2(4)
C6 C1 C2 Cl2 -178.5(2)
C1 C2 C3 C4 0.0(4)
Cl2 C2 C3 C4 179.4(2)
C2 C3 C4 C5 -1.2(4)
C2 C3 C4 Cl4 179.8(2)
C3 C4 C5 C6 1.4(4)
Cl4 C4 C5 C6 -179.6(2)
C4 C5 C6 C1 -0.4(4)
C4 C5 C6 Cl6 -178.7(2)
O1 C1 C6 C5 178.5(3)
C2 C1 C6 C5 -0.7(4)
O1 C1 C6 Cl6 -3.1(4)
C2 C1 C6 Cl6 177.7(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21106172
