#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/76/2217607.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_2217607
loop_
_publ_author_name
'Telu, Sanjay'
'Parkin, Sean'
'Robertson, Larry W.'
'Lehmler, Hans-Joachim'
_publ_section_title
;
 1,3,5-Trichloro-2-methoxybenzene
;
_journal_coeditor_code           OM2200
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o424
_journal_page_last               o424
_journal_paper_doi               10.1107/S160053680800055X
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          'C7 H5 Cl3 O'
_chemical_formula_moiety         'C7 H5 Cl3 O'
_chemical_formula_sum            'C7 H5 Cl3 O'
_chemical_formula_weight         211.46
_chemical_name_systematic
;
1,3,5-Trichloro-2-methoxybenzene
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 115.5031(19)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.7538(5)
_cell_length_b                   3.9846(2)
_cell_length_c                   15.4810(7)
_cell_measurement_reflns_used    2156
_cell_measurement_temperature    90.0(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_cell_volume                     821.42(6)
_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 SHELXTL (Sheldrick, 1994)'
_computing_publication_material
'SHELX97 (Sheldrick, 2008) and local procedures'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      90.0(2)
_diffrn_detector_area_resol_mean 18
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Nonius KappaCCD area-detector'
_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  0.0202
_diffrn_reflns_av_sigmaI/netI    0.0288
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            13489
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         1.59
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.047
_exptl_absorpt_correction_T_max  0.8846
_exptl_absorpt_correction_T_min  0.7798
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SCALEPACK; Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.710
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.350
_refine_diff_density_min         -0.309
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     101
_refine_ls_number_reflns         1888
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.130
_refine_ls_R_factor_all          0.0413
_refine_ls_R_factor_gt           0.0297
_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)+(0.0244P)²+0.6499P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0645
_refine_ls_wR_factor_ref         0.0703
_reflns_number_gt                1558
_reflns_number_total             1888
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            om2200.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2217607
_cod_database_fobs_code          2217607
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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 Cl1 0.65436(3) 0.31728(13) 0.83292(3) 0.02202(13) Uani d . 1
Cl Cl2 0.36963(3) 0.90882(13) 0.91077(3) 0.01965(12) Uani d . 1
Cl Cl3 0.32350(3) 0.84337(13) 0.54775(3) 0.02053(13) Uani d . 1
O O1 0.51708(9) 0.4751(4) 0.63059(9) 0.0189(3) Uani d . 1
C C1 0.48575(13) 0.5887(5) 0.69659(13) 0.0161(4) Uani d . 1
C C2 0.54027(13) 0.5242(5) 0.79404(13) 0.0161(4) Uani d . 1
C C3 0.50643(13) 0.6209(5) 0.86111(13) 0.0162(4) Uani d . 1
H H3 0.5447 0.5753 0.9273 0.019 Uiso calc R 1
C C4 0.41531(14) 0.7858(5) 0.82874(13) 0.0164(4) Uani d . 1
C C5 0.35818(13) 0.8564(5) 0.73309(13) 0.0158(4) Uani d . 1
H H5 0.2958 0.9705 0.7126 0.019 Uiso calc R 1
C C6 0.39426(13) 0.7561(5) 0.66748(12) 0.0147(4) Uani d . 1
C C7 0.58710(16) 0.6940(6) 0.61549(15) 0.0253(5) Uani d . 1
H H7A 0.5565 0.9156 0.5951 0.038 Uiso calc R 1
H H7B 0.6039 0.5988 0.5659 0.038 Uiso calc R 1
H H7C 0.6483 0.7159 0.6753 0.038 Uiso calc R 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
Cl1 0.0146(2) 0.0252(3) 0.0231(2) 0.00407(19) 0.00509(19) -0.0021(2)
Cl2 0.0178(2) 0.0266(3) 0.0163(2) 0.00018(18) 0.00906(18) -0.00204(18)
Cl3 0.0190(2) 0.0279(3) 0.0139(2) 0.00294(19) 0.00632(18) 0.00251(18)
O1 0.0171(7) 0.0230(8) 0.0205(7) -0.0022(6) 0.0119(6) -0.0046(6)
C1 0.0160(9) 0.0152(10) 0.0188(9) -0.0037(7) 0.0092(7) -0.0036(7)
C2 0.0123(8) 0.0142(10) 0.0208(9) -0.0003(7) 0.0061(7) -0.0008(7)
C3 0.0152(9) 0.0177(10) 0.0129(8) -0.0030(7) 0.0035(7) -0.0009(7)
C4 0.0177(9) 0.0160(10) 0.0184(9) -0.0037(7) 0.0106(8) -0.0031(7)
C5 0.0128(8) 0.0155(10) 0.0192(9) -0.0002(7) 0.0069(7) 0.0005(7)
C6 0.0138(9) 0.0168(10) 0.0120(8) -0.0023(7) 0.0040(7) 0.0002(7)
C7 0.0273(11) 0.0255(11) 0.0310(11) -0.0054(9) 0.0201(9) -0.0052(9)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl .1484 .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
O1 C1 C2 121.63(16)
O1 C1 C6 120.55(16)
C2 C1 C6 117.70(16)
C3 C2 C1 122.21(17)
C3 C2 Cl1 118.77(14)
C1 C2 Cl1 119.02(14)
C4 C3 C2 117.92(17)
C4 C3 H3 121.0
C2 C3 H3 121.0
C5 C4 C3 122.34(17)
C5 C4 Cl2 118.33(14)
C3 C4 Cl2 119.33(14)
C4 C5 C6 118.36(17)
C4 C5 H5 120.8
C6 C5 H5 120.8
C5 C6 C1 121.46(16)
C5 C6 Cl3 118.74(14)
C1 C6 Cl3 119.79(14)
C1 O1 C7 114.60(15)
O1 C7 H7A 109.5
O1 C7 H7B 109.5
H7A C7 H7B 109.5
O1 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O1 1.367(2)
C1 C2 1.394(3)
C1 C6 1.395(3)
C2 C3 1.386(3)
C2 Cl1 1.7329(19)
C3 C4 1.382(3)
C3 H3 0.9500
Cl2 C4 1.7447(18)
Cl3 C6 1.7264(18)
C4 C5 1.381(3)
C5 C6 1.393(3)
C5 H5 0.9500
O1 C7 1.446(2)
C7 H7A 0.9800
C7 H7B 0.9800
C7 H7C 0.9800
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 -176.17(17)
C6 C1 C2 C3 -0.1(3)
O1 C1 C2 Cl1 4.0(3)
C6 C1 C2 Cl1 -179.91(14)
C1 C2 C3 C4 0.1(3)
Cl1 C2 C3 C4 179.96(15)
C2 C3 C4 C5 -0.2(3)
C2 C3 C4 Cl2 179.51(15)
C3 C4 C5 C6 0.1(3)
Cl2 C4 C5 C6 -179.55(14)
C4 C5 C6 C1 -0.1(3)
C4 C5 C6 Cl3 -179.94(14)
O1 C1 C6 C5 176.18(17)
C2 C1 C6 C5 0.1(3)
O1 C1 C6 Cl3 -4.0(3)
C2 C1 C6 Cl3 179.92(14)
C2 C1 O1 C7 -86.2(2)
C6 C1 O1 C7 97.9(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 6620
