#------------------------------------------------------------------------------
#$Date: 2022-03-07 12:11:29 +0200 (Mon, 07 Mar 2022) $
#$Revision: 273500 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/46/8104672.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_8104672
loop_
_publ_author_name
'Manana, Pholani'
'Hosten, Eric C.'
'Betz, Richard'
_publ_section_title
;
 The crystal structure of 4-bromobenzyl chloride, C7H6BrCl
;
_journal_issue                   5
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              1083
_journal_page_last               1085
_journal_paper_doi               10.1515/ncrs-2021-0227
_journal_volume                  236
_journal_year                    2021
_chemical_formula_moiety         'C7 H6 Br Cl'
_chemical_formula_sum            'C7 H6 Br Cl'
_chemical_formula_weight         205.48
_chemical_name_common            '4-bromobenzyl chloride'
_chemical_name_systematic        '4-bromobenzyl chloride'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     SHELXS
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.4506(7)
_cell_length_b                   18.1015(10)
_cell_length_c                   4.4418(3)
_cell_measurement_reflns_used    2926
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      26.25
_cell_measurement_theta_min      2.25
_cell_volume                     759.86(9)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_av_sigmaI/netI    0.0355
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            7312
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.282
_diffrn_reflns_theta_min         2.250
_exptl_absorpt_coefficient_mu    5.665
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.7898
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;                                                              
SADABS [6]                                         
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.796
_exptl_crystal_description       block
_exptl_crystal_F_000             400
_exptl_crystal_size_max          0.335
_exptl_crystal_size_mid          0.286
_exptl_crystal_size_min          0.237
_refine_diff_density_max         0.397
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.057
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.049(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     83
_refine_ls_number_reflns         1807
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0271
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.014800P)²+0.192700P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0537
_refine_ls_wR_factor_ref         0.0558
_reflns_Friedel_coverage         0.713
_reflns_Friedel_fraction_full    0.953
_reflns_Friedel_fraction_max     0.918
_reflns_number_gt                1571
_reflns_number_total             1807
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2021-0227_suppl.cif
_cod_data_source_block           1
_cod_database_code               8104672
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.253
_shelx_estimated_absorpt_t_max   0.347
loop_
_space_group_symop_operation_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'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br -0.08718(3) 0.64198(2) 0.89093(13) 0.04211(13) Uani 1 1 d . . . . .
Cl1 Cl 0.60808(10) 0.60390(7) 0.3335(2) 0.0503(3) Uani 1 1 d . . . . .
C1 C 0.3220(4) 0.6222(2) 0.3061(9) 0.0377(9) Uani 1 1 d . . . . .
C2 C 0.2741(4) 0.69081(19) 0.4066(15) 0.0439(9) Uani 1 1 d . . . . .
H2 H 0.325166 0.734027 0.352837 0.053 Uiso 1 1 calc R U . . .
C3 C 0.1540(5) 0.6975(2) 0.5826(9) 0.0401(10) Uani 1 1 d . . . . .
H3 H 0.122612 0.744561 0.649158 0.048 Uiso 1 1 calc R U . . .
C4 C 0.0810(4) 0.6345(2) 0.6594(10) 0.0325(8) Uani 1 1 d . . . . .
C5 C 0.1270(4) 0.5654(2) 0.5697(9) 0.0351(9) Uani 1 1 d . . . . .
H5 H 0.077350 0.522193 0.629903 0.042 Uiso 1 1 calc R U . . .
C6 C 0.2467(4) 0.56001(17) 0.3905(16) 0.0396(7) Uani 1 1 d . . . . .
H6 H 0.277590 0.512763 0.324542 0.048 Uiso 1 1 calc R U . . .
C7 C 0.4500(5) 0.6159(3) 0.1101(10) 0.0555(13) Uani 1 1 d . . . . .
H7A H 0.459192 0.661122 -0.013940 0.067 Uiso 1 1 calc R U . . .
H7B H 0.438912 0.573309 -0.027532 0.067 Uiso 1 1 calc R U . . .
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'
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
C6 C1 C2 118.1(4) . .
C6 C1 C7 120.9(4) . .
C2 C1 C7 121.1(4) . .
C3 C2 C1 121.6(4) . .
C3 C2 H2 119.2 . .
C1 C2 H2 119.2 . .
C4 C3 C2 118.6(4) . .
C4 C3 H3 120.7 . .
C2 C3 H3 120.7 . .
C3 C4 C5 121.4(4) . .
C3 C4 Br1 119.7(3) . .
C5 C4 Br1 119.0(3) . .
C4 C5 C6 119.0(3) . .
C4 C5 H5 120.5 . .
C6 C5 H5 120.5 . .
C1 C6 C5 121.2(4) . .
C1 C6 H6 119.4 . .
C5 C6 H6 119.4 . .
C1 C7 Cl1 111.0(3) . .
C1 C7 H7A 109.4 . .
Cl1 C7 H7A 109.4 . .
C1 C7 H7B 109.4 . .
Cl1 C7 H7B 109.4 . .
H7A C7 H7B 108.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 C4 1.898(4) .
Cl1 C7 1.806(5) .
C1 C6 1.383(5) .
C1 C2 1.396(5) .
C1 C7 1.495(6) .
C2 C3 1.383(6) .
C2 H2 0.9500 .
C3 C4 1.376(5) .
C3 H3 0.9500 .
C4 C5 1.383(5) .
C5 C6 1.386(6) .
C5 H5 0.9500 .
C6 H6 0.9500 .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
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
C6 C1 C2 C3 -0.8(8) . . . .
C7 C1 C2 C3 178.6(4) . . . .
C1 C2 C3 C4 0.1(7) . . . .
C2 C3 C4 C5 1.4(7) . . . .
C2 C3 C4 Br1 -178.2(4) . . . .
C3 C4 C5 C6 -2.1(7) . . . .
Br1 C4 C5 C6 177.5(4) . . . .
C2 C1 C6 C5 0.0(8) . . . .
C7 C1 C6 C5 -179.3(4) . . . .
C4 C5 C6 C1 1.4(7) . . . .
C6 C1 C7 Cl1 -89.6(5) . . . .
C2 C1 C7 Cl1 91.1(5) . . . .
