#------------------------------------------------------------------------------
#$Date: 2016-01-14 05:27:54 +0200 (Thu, 14 Jan 2016) $
#$Revision: 174447 $
#$URL: svn://www.crystallography.net/cod/cif/2/24/14/2241463.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_2241463
loop_
_publ_author_name
'Britton, Doyle'
'Noland, Wayland E.'
'Tritch, Kenneth J.'
_publ_section_title
;
 Two new polytypes of 2,4,6-tribromobenzonitrile
;
_journal_coeditor_code           LH5796
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              178
_journal_page_last               183
_journal_paper_doi               10.1107/S2056989016000256
_journal_volume                  72
_journal_year                    2016
_chemical_formula_iupac          'C7 H2 Br3 N'
_chemical_formula_moiety         'C7 H2 Br3 N'
_chemical_formula_sum            'C7 H2 Br3 N'
_chemical_formula_weight         339.83
_chemical_name_systematic
;
 2,4,6-Tribromobenzonitrile - polytype II
;
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXTL
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   13.6183(13)
_cell_length_b                   10.2147(10)
_cell_length_c                   12.4754(12)
_cell_measurement_reflns_used    3180
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.2
_cell_measurement_theta_min      2.9
_cell_volume                     1735.4(3)
_computing_cell_refinement
;
SAINT (Bruker, 2002)
;
_computing_data_collection
;
SMART (Bruker, 2002)
;
_computing_data_reduction
;
SAINT (Bruker, 2002)
;
_computing_molecular_graphics
;
Mercury (Macrae et al., 2008)
;
_computing_publication_material
;
SHELXTL (Sheldrick, 2008), enCIFer (Allen et al.,
2004),
and publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXTL (Sheldrick, 2008)
;
_computing_structure_solution
;
SHELXTL (Sheldrick, 2008)
;
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type
;
Bruker 1K area-detector diffractometer
;
_diffrn_measurement_method       'ω scans'
_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  0.0516
_diffrn_reflns_av_sigmaI/netI    0.0297
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16607
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.21
_diffrn_standards_decay_%        '< 1'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    13.876
_exptl_absorpt_correction_T_max  0.37
_exptl_absorpt_correction_T_min  0.06
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2002)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.601
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.438
_refine_diff_density_min         -0.687
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     115
_refine_ls_number_reflns         2093
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0421
_refine_ls_R_factor_gt           0.0283
_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)+(0.0300P)²+1.5600P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0589
_refine_ls_wR_factor_ref         0.0628
_reflns_number_gt                1692
_reflns_number_total             2093
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            lh5796sup1.cif
_cod_data_source_block           RCN-II
_cod_database_code               2241463
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, 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
_atom_site_symmetry_multiplicity
Br Br22 0.13341(3) 0.52761(3) 0.04244(3) 0.02658(11) Uani d . 1 1
Br Br24 0.14558(4) 0.2500 0.43375(4) 0.02477(13) Uani d S 1 2
C C21 0.1318(3) 0.2500 0.0608(4) 0.0197(10) Uani d S 1 2
C C22 0.1359(2) 0.3683(3) 0.1174(3) 0.0206(7) Uani d . 1 1
C C23 0.1418(2) 0.3697(3) 0.2282(3) 0.0217(7) Uani d . 1 1
H H23 0.1444 0.4500 0.2666 0.026 Uiso calc R 1 1
C C24 0.1437(3) 0.2500 0.2821(4) 0.0190(10) Uani d S 1 2
C C27 0.1207(4) 0.2500 -0.0545(4) 0.0257(11) Uani d S 1 2
N N27 0.1115(3) 0.2500 -0.1447(4) 0.0332(11) Uani d S 1 2
Br Br32 0.10699(3) 0.47273(3) 0.69146(3) 0.02650(11) Uani d . 1 1
Br Br34 0.12804(4) 0.7500 0.29979(4) 0.02786(13) Uani d S 1 2
C C31 0.1095(3) 0.7500 0.6720(3) 0.0175(9) Uani d S 1 2
C C32 0.1116(2) 0.6320(3) 0.6155(3) 0.0195(7) Uani d . 1 1
C C33 0.1171(2) 0.6315(3) 0.5049(3) 0.0201(7) Uani d . 1 1
H H33 0.1189 0.5511 0.4666 0.024 Uiso calc R 1 1
C C34 0.1199(3) 0.7500 0.4508(4) 0.0196(10) Uani d S 1 2
C C37 0.1056(3) 0.7500 0.7873(4) 0.0200(10) Uani d S 1 2
N N37 0.1015(3) 0.7500 0.8798(3) 0.0255(9) Uani d S 1 2
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'
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
C22 C21 C22 7_565 119.3(4)
C22 C21 C27 . 120.3(2)
C23 C22 C21 . 120.9(3)
C23 C22 Br22 . 119.3(3)
C21 C22 Br22 . 119.8(3)
C22 C23 C24 . 118.2(3)
C22 C23 H23 . 120.9
C24 C23 H23 . 120.9
C23 C24 C23 7_565 122.4(4)
C23 C24 Br24 . 118.8(2)
N27 C27 C21 . 179.7(5)
C32 C31 C32 7_575 119.3(4)
C32 C31 C37 . 120.3(2)
C33 C32 C31 . 120.6(3)
C33 C32 Br32 . 120.0(3)
C31 C32 Br32 . 119.4(2)
C32 C33 C34 . 118.9(3)
C32 C33 H33 . 120.5
C34 C33 H33 . 120.5
C33 C34 C33 7_575 121.6(4)
C33 C34 Br34 . 119.2(2)
N37 C37 C31 . 179.3(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br22 C22 1.877(3)
Br24 C24 1.892(5)
C21 C22 1.400(4)
C21 C27 1.446(7)
C22 C23 1.385(5)
C23 C24 1.395(4)
C23 H23 0.9500
C27 N27 1.132(7)
Br32 C32 1.884(3)
Br34 C34 1.887(4)
C31 C32 1.396(4)
C31 C37 1.439(6)
C32 C33 1.382(5)
C33 C34 1.387(4)
C33 H33 0.9500
C37 N37 1.156(6)
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
C22 C21 C22 C23 7_565 . -1.4(6)
C27 C21 C22 C23 . . 176.8(4)
C22 C21 C22 Br22 7_565 . 178.6(2)
C27 C21 C22 Br22 . . -3.2(5)
C21 C22 C23 C24 . . 0.1(5)
Br22 C22 C23 C24 . . -179.9(3)
C22 C23 C24 C23 . 7_565 1.3(7)
C22 C23 C24 Br24 . . -177.1(2)
C32 C31 C32 C33 7_575 . 0.8(6)
C37 C31 C32 C33 . . -178.9(4)
C32 C31 C32 Br32 7_575 . -179.2(2)
C37 C31 C32 Br32 . . 1.1(5)
C31 C32 C33 C34 . . -0.3(5)
Br32 C32 C33 C34 . . 179.7(3)
C32 C33 C34 C33 . 7_575 -0.2(7)
C32 C33 C34 Br34 . . 179.7(2)

_cod_database_fobs_code 2241463
