#------------------------------------------------------------------------------
#$Date: 2022-10-26 12:11:18 +0300 (Wed, 26 Oct 2022) $
#$Revision: 278806 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/59/8105981.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_8105981
loop_
_publ_author_name
'Teng, Ming-Gang'
'Qin, Yu-Mei'
'Long, Dan'
'Cao, Jian-Xin'
'Zhao, Chun-Shen'
_publ_section_title
;
 The crystal structure of 1,2-bis(3-bromophenoxy) ethane, C14H12Br2O2
;
_journal_issue                   6
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              1211
_journal_page_last               1212
_journal_paper_doi               10.1515/ncrs-2019-0332
_journal_volume                  234
_journal_year                    2019
_chemical_formula_sum            'C14 H12 Br2 O2'
_chemical_formula_weight         372.06
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 103.596(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   27.323(3)
_cell_length_b                   5.8516(6)
_cell_length_c                   8.9145(10)
_cell_measurement_reflns_used    1470
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.84
_cell_measurement_theta_min      3.07
_cell_volume                     1385.3(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  CCD
_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  0.0381
_diffrn_reflns_av_sigmaI/netI    0.0444
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            5705
_diffrn_reflns_theta_full        28.78
_diffrn_reflns_theta_max         28.78
_diffrn_reflns_theta_min         1.53
_exptl_absorpt_coefficient_mu    5.842
_exptl_absorpt_correction_T_max  0.4194
_exptl_absorpt_correction_T_min  0.3597
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.784
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.604
_refine_diff_density_min         -0.627
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     82
_refine_ls_number_reflns         1782
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0671
_refine_ls_R_factor_gt           0.0378
_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)+(0.0423P)²+1.1796P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0901
_refine_ls_wR_factor_ref         0.1019
_reflns_number_gt                1172
_reflns_number_total             1782
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            suppl_ncrs-2019-0332_suppl.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the built-in table derived from the
CIF Core dictionary named 'cif_core.dic' version 2.4.5 last updated
on 2014-11-21.

Automatic conversion script
Id: cif_fix_values 8738 2021-04-28 16:35:53Z antanas 
;
_cod_original_cell_volume        1385.4(3)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               8105981
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
Br1 Br 0.213396(13) 1.07237(6) 0.64516(5) 0.0711(2) Uani 1 1 d . . .
C1 C 0.11508(11) 0.9158(5) 0.6382(3) 0.0424(7) Uani 1 1 d . . .
H1 H 0.1133 1.0448 0.6977 0.051 Uiso 1 1 calc R . .
C2 C 0.15822(11) 0.8665(5) 0.5889(4) 0.0449(7) Uani 1 1 d . . .
C3 C 0.16222(13) 0.6788(6) 0.5015(4) 0.0575(9) Uani 1 1 d . . .
H3 H 0.1917 0.6492 0.4702 0.069 Uiso 1 1 calc R . .
C4 C 0.12132(15) 0.5342(6) 0.4608(4) 0.0602(9) Uani 1 1 d . . .
H4 H 0.1234 0.4058 0.4012 0.072 Uiso 1 1 calc R . .
C5 C 0.07754(14) 0.5764(5) 0.5066(4) 0.0509(8) Uani 1 1 d . . .
H5 H 0.0502 0.4780 0.4777 0.061 Uiso 1 1 calc R . .
C6 C 0.07448(11) 0.7675(5) 0.5964(3) 0.0411(7) Uani 1 1 d . . .
C7 C 0.02557(12) 0.9876(6) 0.7337(4) 0.0504(8) Uani 1 1 d . . .
H7A H 0.0309 1.1288 0.6828 0.060 Uiso 1 1 calc R . .
H7B H 0.0511 0.9764 0.8295 0.060 Uiso 1 1 calc R . .
O1 O 0.02939(8) 0.7980(4) 0.6370(3) 0.0526(6) Uani 1 1 d . . .
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'
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
C2 C3 C4 118.3(3) . .
O1 C7 C7 108.8(2) . 2_556
O1 C6 C1 123.9(3) . .
O1 C6 C5 115.8(3) . .
C1 C6 C5 120.3(3) . .
C3 C2 C1 122.6(3) . .
C3 C2 Br1 119.7(3) . .
C1 C2 Br1 117.8(2) . .
C5 C4 C3 121.3(3) . .
C4 C5 C6 119.4(3) . .
C2 C1 C6 118.1(3) . .
C6 O1 C7 117.3(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C3 C2 1.366(5) .
C3 C4 1.380(5) .
C7 O1 1.424(4) .
C7 C7 1.493(7) 2_556
C6 O1 1.375(4) .
C6 C1 1.389(4) .
C6 C5 1.390(4) .
C2 C1 1.382(4) .
C2 Br1 1.903(3) .
C4 C5 1.374(5) .
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C4 C3 C2 C1 0.3(5) . . . .
C4 C3 C2 Br1 -179.1(3) . . . .
C2 C3 C4 C5 -0.1(6) . . . .
C3 C4 C5 C6 -0.4(5) . . . .
O1 C6 C5 C4 179.8(3) . . . .
C1 C6 C5 C4 0.7(5) . . . .
C3 C2 C1 C6 0.0(5) . . . .
Br1 C2 C1 C6 179.4(2) . . . .
O1 C6 C1 C2 -179.5(3) . . . .
C5 C6 C1 C2 -0.5(4) . . . .
C1 C6 O1 C7 -3.1(4) . . . .
C5 C6 O1 C7 177.8(3) . . . .
C7 C7 O1 C6 -179.0(3) 2_556 . . .
