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#$Date: 2018-01-13 08:33:34 +0200 (Sat, 13 Jan 2018) $
#$Revision: 205184 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/86/1548676.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_1548676
loop_
_publ_author_name
'Noland, Wayland E.'
'Tritch, Kenneth J.'
_publ_section_title
;
 2,6-Dibromo-4-chlorophenyl isocyanide
;
_journal_coeditor_code           SJ4150
_journal_issue                   1
_journal_name_full               IUCrData
_journal_page_first              x171819
_journal_paper_doi               10.1107/S2414314617018193
_journal_volume                  3
_journal_year                    2018
_chemical_formula_iupac          'C7 H2 Br2 Cl N'
_chemical_formula_moiety         'C7 H2 Br2 Cl N'
_chemical_formula_sum            'C7 H2 Br2 Cl N'
_chemical_formula_weight         295.37
_chemical_melting_point          377
_chemical_name_common            RNC
_chemical_name_systematic
;
2,6-Dibromo-4-chlorophenyl isocyanide
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_Hall           '-P 2yb'
_space_group_name_H-M_alt        'P 1 21/m 1'
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/6
_cell_angle_alpha                90
_cell_angle_beta                 93.023(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   4.7215(4)
_cell_length_b                   10.0181(9)
_cell_length_c                   8.7689(8)
_cell_measurement_reflns_used    2922
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.54
_cell_measurement_theta_min      2.33
_cell_volume                     414.20(6)
_computing_cell_refinement
;
SAINT (Bruker, 2012)
;
_computing_data_collection
;
APEX3 (Bruker, 2012)
;
_computing_data_reduction
;
SAINT (Bruker, 2012)
;
_computing_molecular_graphics
;
Mercury (Macrae et al., 2008)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2014 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker VENTURE PHOTON-II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0372
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7071
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.543
_diffrn_reflns_theta_min         2.326
_exptl_absorpt_coefficient_mu    10.034
_exptl_absorpt_correction_T_max  0.1561
_exptl_absorpt_correction_T_min  0.0566
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Sheldrick, 1996)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.368
_exptl_crystal_description       Needle
_exptl_crystal_F_000             276
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.511
_refine_diff_density_min         -0.903
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     58
_refine_ls_number_reflns         1334
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0233
_refine_ls_R_factor_gt           0.0206
_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)+(0.0194P)²+0.2636P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0484
_refine_ls_wR_factor_ref         0.0500
_reflns_number_gt                1239
_reflns_number_total             1334
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            sj4150sup1.cif
_cod_data_source_block           I
_cod_database_code               1548676
_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   0.239
_shelx_estimated_absorpt_t_max   0.379
_shelxl_version_number           2014/6
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'
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_occupancy
Br Br11 0.34536(4) 0.46686(2) 0.69204(2) 0.01601(7) Uani d 1
Cl Cl11 1.09879(12) 0.7500 1.06960(7) 0.01600(12) Uani d 1
C C11 0.3949(5) 0.7500 0.7040(3) 0.0141(4) Uani d 1
N N11 0.1793(5) 0.7500 0.5901(2) 0.0153(4) Uani d 1
C C12 0.5017(3) 0.62936(17) 0.76251(19) 0.0136(3) Uani d 1
C C13 0.7193(3) 0.62865(17) 0.87580(19) 0.0140(3) Uani d 1
H H13A 0.7934 0.5469 0.9156 0.017 Uiso calc 1
C C14 0.8258(5) 0.7500 0.9296(3) 0.0140(4) Uani d 1
C C15 0.0001(6) 0.7500 0.4941(3) 0.0195(5) Uani d 1
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'
N N 0.0061 0.0033 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
N11 C11 C12 . 4_575 120.09(11)
N11 C11 C12 . . 120.09(11)
C12 C11 C12 4_575 . 119.8(2)
C15 N11 C11 . . 179.6(3)
C13 C12 C11 . . 120.38(17)
C13 C12 Br11 . . 119.55(13)
C11 C12 Br11 . . 120.06(14)
C14 C13 C12 . . 118.60(17)
C14 C13 H13A . . 120.7
C12 C13 H13A . . 120.7
C13 C14 C13 4_575 . 122.2(2)
C13 C14 Cl11 4_575 . 118.90(11)
C13 C14 Cl11 . . 118.90(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Br11 C12 . 1.8785(17)
Cl11 C14 . 1.733(3)
C11 N11 . 1.388(3)
C11 C12 4_575 1.397(2)
C11 C12 . 1.397(2)
N11 C15 . 1.161(4)
C12 C13 . 1.391(3)
C13 C14 . 1.389(2)
C13 H13A . 0.9500
C14 C13 4_575 1.389(2)
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
N11 C11 C12 C13 . . 179.51(19)
C12 C11 C12 C13 4_575 . -1.8(3)
N11 C11 C12 Br11 . . -2.1(3)
C12 C11 C12 Br11 4_575 . 176.61(11)
C11 C12 C13 C14 . . 0.4(3)
Br11 C12 C13 C14 . . -178.03(15)
C12 C13 C14 C13 . 4_575 1.1(3)
C12 C13 C14 Cl11 . . -179.48(14)

_cod_database_fobs_code 1548676
