#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/41/2204130.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_2204130
loop_
_publ_author_name
'Kania-Korwel, Izabela'
'Parkin, Sean'
'Robertson, Larry W.'
'Lehmler, Hans-Joachim'
_publ_section_title
;
 2,4,5-Trichlorobiphenyl
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1652
_journal_page_last               o1653
_journal_paper_doi               10.1107/S1600536804020975
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          'C12 H7 Cl3'
_chemical_formula_moiety         'C12 H7 Cl3'
_chemical_formula_sum            'C12 H7 Cl3'
_chemical_formula_weight         257.53
_chemical_name_systematic
;
2,4,5-Trichlorobiphenyl
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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_method           SHELXL-97
_cell_angle_alpha                109.8409(10)
_cell_angle_beta                 92.9891(9)
_cell_angle_gamma                99.2004(10)
_cell_formula_units_Z            2
_cell_length_a                   3.85010(10)
_cell_length_b                   11.4482(3)
_cell_length_c                   13.0504(3)
_cell_measurement_reflns_used    2350
_cell_measurement_temperature    90.0(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_cell_volume                     530.59(2)
_computing_cell_refinement       'SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1998)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'XP in Siemens SHELXTL (Sheldrick, 1994)'
_computing_publication_material
;
SHELX97-2 (Sheldrick, 1997) and local programs
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      90.0(2)
_diffrn_detector_area_resol_mean 18
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'ω scans at fixed χ = 55°'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0177
_diffrn_reflns_av_sigmaI/netI    0.0297
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            4668
_diffrn_reflns_theta_full        27.40
_diffrn_reflns_theta_max         27.40
_diffrn_reflns_theta_min         1.67
_diffrn_standards_decay_%        <1
_exptl_absorpt_coefficient_mu    0.820
_exptl_absorpt_correction_T_max  0.9225
_exptl_absorpt_correction_T_min  0.8274
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SCALEPACK; Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.612
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             260
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.356
_refine_diff_density_min         -0.232
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         2383
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0322
_refine_ls_R_factor_gt           0.0256
_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)+(0.0219P)²+0.2643P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0598
_refine_ls_wR_factor_ref         0.0629
_reflns_number_gt                2065
_reflns_number_total             2383
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt6503.cif
_cod_data_source_block           I
_cod_database_code               2204130
_cod_database_fobs_code          2204130
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_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
_atom_site_type_symbol
Cl1 0.80966(9) 0.83122(3) 0.46829(3) 0.01575(10) Uani d . 1 Cl
Cl2 0.05951(10) 0.36169(3) 0.34530(3) 0.02002(11) Uani d . 1 Cl
Cl3 -0.13183(10) 0.36458(3) 0.10681(3) 0.01658(10) Uani d . 1 Cl
C1 0.4488(4) 0.71178(13) 0.26217(12) 0.0123(3) Uani d . 1 C
C2 0.5374(4) 0.70580(13) 0.36535(12) 0.0127(3) Uani d . 1 C
C3 0.4194(4) 0.59877(13) 0.39064(12) 0.0142(3) Uani d . 1 C
H3 0.4816 0.5978 0.4617 0.017 Uiso calc R 1 H
C4 0.2102(4) 0.49321(14) 0.31170(12) 0.0140(3) Uani d . 1 C
C5 0.1246(4) 0.49499(13) 0.20769(12) 0.0129(3) Uani d . 1 C
C6 0.2426(4) 0.60282(13) 0.18410(12) 0.0132(3) Uani d . 1 C
H6 0.1816 0.6029 0.1126 0.016 Uiso calc R 1 H
C1' 0.5523(4) 0.82519(13) 0.23063(12) 0.0117(3) Uani d . 1 C
C2' 0.5000(4) 0.94448(14) 0.29679(12) 0.0155(3) Uani d . 1 C
H2' 0.4152 0.9556 0.3659 0.019 Uiso calc R 1 H
C3' 0.5716(4) 1.04634(14) 0.26171(13) 0.0179(3) Uani d . 1 C
H3' 0.5352 1.1271 0.3070 0.021 Uiso calc R 1 H
C4' 0.6960(4) 1.03155(15) 0.16099(13) 0.0190(3) Uani d . 1 C
H4' 0.7458 1.1019 0.1375 0.023 Uiso calc R 1 H
C5' 0.7473(4) 0.91324(15) 0.09469(13) 0.0181(3) Uani d . 1 C
H5' 0.8314 0.9024 0.0255 0.022 Uiso calc R 1 H
C6' 0.6757(4) 0.81087(14) 0.12939(12) 0.0150(3) Uani d . 1 C
H6' 0.7112 0.7302 0.0837 0.018 Uiso calc R 1 H
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
C2 C1 C6 116.63(13)
C2 C1 C1' 124.99(13)
C6 C1 C1' 118.37(13)
C3 C2 C1 121.98(13)
C3 C2 Cl1 116.30(11)
C1 C2 Cl1 121.70(11)
C4 C3 C2 119.77(13)
C4 C3 H3 120.1
C2 C3 H3 120.1
C5 C4 C3 119.67(13)
C5 C4 Cl2 121.18(11)
C3 C4 Cl2 119.15(11)
C6 C5 C4 119.78(13)
C6 C5 Cl3 119.26(11)
C4 C5 Cl3 120.95(11)
C5 C6 C1 122.13(13)
C5 C6 H6 118.9
C1 C6 H6 118.9
C6' C1' C2' 118.97(13)
C6' C1' C1 119.65(13)
C2' C1' C1 121.15(13)
C3' C2' C1' 120.13(14)
C3' C2' H2' 119.9
C1' C2' H2' 119.9
C2' C3' C4' 120.60(14)
C2' C3' H3' 119.7
C4' C3' H3' 119.7
C3' C4' C5' 119.56(14)
C3' C4' H4' 120.2
C5' C4' H4' 120.2
C6' C5' C4' 120.07(14)
C6' C5' H5' 120.0
C4' C5' H5' 120.0
C5' C6' C1' 120.66(14)
C5' C6' H6' 119.7
C1' C6' H6' 119.7
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl1 C2 1.7399(14)
Cl2 C4 1.7295(15)
Cl3 C5 1.7309(14)
C1 C2 1.399(2)
C1 C6 1.400(2)
C1 C1' 1.4928(19)
C2 C3 1.389(2)
C3 C4 1.388(2)
C3 H3 0.9500
C4 C5 1.388(2)
C5 C6 1.385(2)
C6 H6 0.9500
C1' C6' 1.393(2)
C1' C2' 1.399(2)
C2' C3' 1.385(2)
C2' H2' 0.9500
C3' C4' 1.388(2)
C3' H3' 0.9500
C4' C5' 1.389(2)
C4' H4' 0.9500
C5' C6' 1.387(2)
C5' H5' 0.9500
C6' H6' 0.9500
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
C6 C1 C2 C3 -1.8(2)
C1' C1 C2 C3 177.18(14)
C6 C1 C2 Cl1 176.89(11)
C1' C1 C2 Cl1 -4.2(2)
C1 C2 C3 C4 0.7(2)
Cl1 C2 C3 C4 -178.00(11)
C2 C3 C4 C5 0.8(2)
C2 C3 C4 Cl2 -178.94(11)
C3 C4 C5 C6 -1.3(2)
Cl2 C4 C5 C6 178.51(11)
C3 C4 C5 Cl3 179.33(11)
Cl2 C4 C5 Cl3 -0.89(19)
C4 C5 C6 C1 0.2(2)
Cl3 C5 C6 C1 179.57(11)
C2 C1 C6 C5 1.3(2)
C1' C1 C6 C5 -177.70(13)
C2 C1 C1' C6' 136.37(15)
C6 C1 C1' C6' -44.69(19)
C2 C1 C1' C2' -49.1(2)
C6 C1 C1' C2' 129.87(15)
C6' C1' C2' C3' -0.2(2)
C1 C1' C2' C3' -174.82(13)
C1' C2' C3' C4' -0.1(2)
C2' C3' C4' C5' 0.3(2)
C3' C4' C5' C6' -0.3(2)
C4' C5' C6' C1' 0.0(2)
C2' C1' C6' C5' 0.3(2)
C1 C1' C6' C5' 174.96(13)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 25605
