#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/36/2213602.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_2213602
loop_
_publ_author_name
'Song, Yang'
'Parkin, Sean'
'Lehmler, Hans-Joachim'
_publ_section_title
;
 4-Bromo-2-chloro-1-methoxybenzene
;
_journal_coeditor_code           WN2130
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2091
_journal_page_last               o2092
_journal_paper_doi               10.1107/S1600536807013372
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C7 H6 Br Cl O'
_chemical_formula_moiety         'C7 H6 Br Cl O'
_chemical_formula_sum            'C7 H6 Br Cl O'
_chemical_formula_weight         221.47
_chemical_name_systematic
;
4-Bromo-2-chloro-1-methoxy-benzene
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   10.71640(10)
_cell_length_b                   8.1340(2)
_cell_length_c                   17.4336(4)
_cell_measurement_reflns_used    2030
_cell_measurement_temperature    90.0(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_cell_volume                     1519.64(5)
_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
;
SHELXL97 and local procedures
;
_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 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       ω
_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  0.0312
_diffrn_reflns_av_sigmaI/netI    0.0402
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            22065
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.34
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.683
_exptl_absorpt_correction_T_max  0.2555
_exptl_absorpt_correction_T_min  0.1909
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.936
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.24
_refine_diff_density_max         .387
_refine_diff_density_min         -.339
_refine_ls_extinction_coef       0.00194(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   0.956
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     93
_refine_ls_number_reflns         1747
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.956
_refine_ls_R_factor_all          0.0285
_refine_ls_R_factor_gt           0.0186
_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)]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0392
_refine_ls_wR_factor_ref         0.0408
_reflns_number_gt                1416
_reflns_number_total             1747
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            wn2130.cif
_cod_data_source_block           I
_cod_database_code               2213602
_cod_database_fobs_code          2213602
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, 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
Br Br1 0.427177(16) 0.77107(2) 0.102764(9) 0.01450(7) Uani d . 1
Cl Cl1 0.56457(4) 0.78873(5) 0.40745(2) 0.01559(11) Uani d . 1
O O1 0.34965(10) 0.58973(13) 0.43500(6) 0.0116(3) Uani d . 1
C C1 0.36030(16) 0.62266(19) 0.35903(9) 0.0093(4) Uani d . 1
C C2 0.46178(16) 0.72003(19) 0.33706(10) 0.0105(4) Uani d . 1
C C3 0.48197(15) 0.76374(19) 0.26217(10) 0.0107(4) Uani d . 1
H H3 0.5514 0.8303 0.2487 0.013 Uiso calc R 1
C C4 0.39950(15) 0.7093(2) 0.20626(10) 0.0102(4) Uani d . 1
C C5 0.29784(15) 0.6128(2) 0.22602(9) 0.0112(4) Uani d . 1
H H5 0.2416 0.5761 0.1876 0.013 Uiso calc R 1
C C6 0.27854(15) 0.5700(2) 0.30202(10) 0.0109(4) Uani d . 1
H H6 0.2087 0.5040 0.3154 0.013 Uiso calc R 1
C C7 0.24991(16) 0.4831(2) 0.45805(11) 0.0170(4) Uani d . 1
H H7A 0.1700 0.5303 0.4417 0.026 Uiso calc R 1
H H7B 0.2505 0.4713 0.5140 0.026 Uiso calc R 1
H H7C 0.2610 0.3750 0.4342 0.026 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
Br1 0.01762(12) 0.01710(12) 0.00879(11) -0.00200(7) 0.00038(8) 0.00206(7)
Cl1 0.0148(3) 0.0204(3) 0.0116(2) -0.00573(18) -0.00325(18) -0.00149(18)
O1 0.0150(7) 0.0119(6) 0.0080(6) -0.0036(5) 0.0026(5) 0.0002(5)
C1 0.0122(10) 0.0062(9) 0.0095(10) 0.0039(7) 0.0030(7) -0.0004(7)
C2 0.0104(9) 0.0090(9) 0.0120(9) 0.0018(7) -0.0038(7) -0.0025(7)
C3 0.0087(9) 0.0090(9) 0.0144(10) -0.0002(7) 0.0019(8) 0.0005(7)
C4 0.0140(9) 0.0094(9) 0.0071(9) 0.0044(7) 0.0000(7) 0.0002(7)
C5 0.0114(9) 0.0113(9) 0.0109(10) 0.0020(7) -0.0034(7) -0.0027(7)
C6 0.0093(10) 0.0094(9) 0.0140(10) -0.0003(7) 0.0011(8) -0.0008(8)
C7 0.0183(11) 0.0179(11) 0.0149(11) -0.0069(8) 0.0033(8) 0.0027(8)
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'
Br Br -.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
C1 O1 C7 117.13(13)
O1 C1 C6 125.70(15)
O1 C1 C2 116.40(14)
C6 C1 C2 117.89(15)
C3 C2 C1 122.04(16)
C3 C2 Cl1 119.23(13)
C1 C2 Cl1 118.73(13)
C2 C3 C4 119.05(16)
C2 C3 H3 120.5
C4 C3 H3 120.5
C5 C4 C3 120.43(16)
C5 C4 Br1 120.62(13)
C3 C4 Br1 118.94(13)
C6 C5 C4 119.81(16)
C6 C5 H5 120.1
C4 C5 H5 120.1
C5 C6 C1 120.77(16)
C5 C6 H6 119.6
C1 C6 H6 119.6
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
Br1 C4 1.8964(17)
Cl1 C2 1.7411(17)
O1 C1 1.3560(18)
O1 C7 1.4337(18)
C1 C6 1.392(2)
C1 C2 1.399(2)
C2 C3 1.370(2)
C3 C4 1.388(2)
C3 H3 0.9500
C4 C5 1.386(2)
C5 C6 1.385(2)
C5 H5 0.9500
C6 H6 0.9500
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
C7 O1 C1 C6 4.1(2)
C7 O1 C1 C2 -176.87(14)
O1 C1 C2 C3 -179.15(15)
C6 C1 C2 C3 0.0(3)
O1 C1 C2 Cl1 0.3(2)
C6 C1 C2 Cl1 179.47(12)
C1 C2 C3 C4 -0.2(3)
Cl1 C2 C3 C4 -179.73(12)
C2 C3 C4 C5 0.3(2)
C2 C3 C4 Br1 179.64(12)
C3 C4 C5 C6 -0.2(2)
Br1 C4 C5 C6 -179.47(12)
C4 C5 C6 C1 -0.1(2)
O1 C1 C6 C5 179.22(15)
C2 C1 C6 C5 0.2(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 2284471
