#------------------------------------------------------------------------------
#$Date: 2016-01-14 05:27:54 +0200 (Thu, 14 Jan 2016) $
#$Revision: 174447 $
#$URL: svn://www.crystallography.net/cod/cif/2/24/14/2241464.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_2241464
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 III
;
_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            12
_cell_length_a                   20.399(4)
_cell_length_b                   10.2167(18)
_cell_length_c                   12.493(2)
_cell_measurement_reflns_used    2928
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.7
_cell_measurement_theta_min      2.58
_cell_volume                     2603.7(8)
_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 0.994
_diffrn_measured_fraction_theta_max 0.994
_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  0.0548
_diffrn_reflns_av_sigmaI/netI    0.0285
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            22804
_diffrn_reflns_theta_full        25.97
_diffrn_reflns_theta_max         25.97
_diffrn_reflns_theta_min         2.58
_diffrn_standards_decay_%        '< 1'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    13.873
_exptl_absorpt_correction_T_max  0.337
_exptl_absorpt_correction_T_min  0.054
_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       needle
_exptl_crystal_F_000             1872
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.557
_refine_diff_density_min         -0.494
_refine_ls_extinction_coef       0.00028(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         2691
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0362
_refine_ls_R_factor_gt           0.0230
_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)+(0.0096P)²+3.3900P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0428
_refine_ls_wR_factor_ref         0.0460
_reflns_number_gt                2165
_reflns_number_total             2691
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            lh5796sup1.cif
_cod_data_source_block           RCN-III
_cod_database_code               2241464
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 Br42 0.340999(16) 0.52705(3) -0.05464(3) 0.02707(10) Uani d . 1 1
Br Br44 0.32895(2) 0.2500 0.33679(4) 0.02913(13) Uani d S 1 2
Br Br52 0.332551(16) 0.47245(3) 0.59427(3) 0.02775(9) Uani d . 1 1
Br Br54 0.32011(2) 0.7500 0.20370(3) 0.02542(12) Uani d S 1 2
Br Br62 0.511839(16) 0.52774(3) 0.67598(3) 0.02743(10) Uani d . 1 1
Br Br64 0.50730(2) 0.2500 1.06666(4) 0.02435(12) Uani d S 1 2
C C41 0.33919(19) 0.2500 -0.0353(3) 0.0182(9) Uani d S 1 2
C C42 0.33772(14) 0.3675(3) 0.0214(2) 0.0207(7) Uani d . 1 1
C C43 0.33432(14) 0.3686(3) 0.1321(2) 0.0226(7) Uani d . 1 1
H H43 0.3331 0.4487 0.1706 0.027 Uiso calc R 1 1
C C44 0.3328(2) 0.2500 0.1851(4) 0.0219(10) Uani d S 1 2
C C47 0.3440(2) 0.2500 -0.1508(4) 0.0218(10) Uani d S 1 2
N N47 0.34814(18) 0.2500 -0.2423(3) 0.0272(9) Uani d S 1 2
C C51 0.3338(2) 0.7500 0.5758(4) 0.0221(10) Uani d S 1 2
C C52 0.33096(14) 0.6320(3) 0.5193(2) 0.0211(7) Uani d . 1 1
C C53 0.32641(14) 0.6314(3) 0.4085(2) 0.0228(7) Uani d . 1 1
H H53 0.3246 0.5512 0.3701 0.027 Uiso calc R 1 1
C C54 0.3245(2) 0.7500 0.3549(3) 0.0204(10) Uani d S 1 2
C C57 0.3399(2) 0.7500 0.6908(4) 0.0225(10) Uani d S 1 2
N N57 0.3445(2) 0.7500 0.7823(3) 0.0329(10) Uani d S 1 2
C C61 0.5080(2) 0.2500 0.6942(4) 0.0204(10) Uani d S 1 2
C C62 0.50889(14) 0.3676(3) 0.7509(2) 0.0216(7) Uani d . 1 1
C C63 0.50886(14) 0.3686(3) 0.8618(2) 0.0218(7) Uani d . 1 1
H H63 0.5092 0.4488 0.9002 0.026 Uiso calc R 1 1
C C64 0.5083(2) 0.2500 0.9155(4) 0.0200(10) Uani d S 1 2
C C67 0.5049(2) 0.2500 0.5783(4) 0.0225(10) Uani d S 1 2
N N67 0.5024(2) 0.2500 0.4872(3) 0.0329(10) 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_site_symmetry_3
_geom_angle
C42 C41 C42 . 7_565 118.9(4)
C42 C41 C47 . . 120.5(2)
C43 C42 C41 . . 121.0(3)
C43 C42 Br42 . . 119.9(2)
C41 C42 Br42 . . 119.2(2)
C44 C43 C42 . . 118.3(3)
C44 C43 H43 . . 120.9
C42 C43 H43 . . 120.9
C43 C44 C43 7_565 . 122.6(4)
C43 C44 Br44 . . 118.7(2)
N47 C47 C41 . . 179.7(5)
C52 C51 C52 7_575 . 119.1(4)
C52 C51 C57 . . 120.4(2)
C53 C52 C51 . . 120.7(3)
C53 C52 Br52 . . 119.7(2)
C51 C52 Br52 . . 119.7(2)
C54 C53 C52 . . 118.7(3)
C54 C53 H53 . . 120.6
C52 C53 H53 . . 120.6
C53 C54 C53 7_575 . 122.1(4)
C53 C54 Br54 . . 119.0(2)
N57 C57 C51 . . 179.8(5)
C62 C61 C62 7_565 . 119.0(4)
C62 C61 C67 . . 120.5(2)
C63 C62 C61 . . 120.9(3)
C63 C62 Br62 . . 119.4(3)
C61 C62 Br62 . . 119.8(2)
C64 C63 C62 . . 118.6(3)
C64 C63 H63 . . 120.7
C62 C63 H63 . . 120.7
C63 C64 C63 7_565 . 122.0(4)
C63 C64 Br64 . . 119.0(2)
N67 C67 C61 . . 180.0(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br42 C42 1.888(3)
Br44 C44 1.897(5)
Br52 C52 1.880(3)
Br54 C54 1.892(4)
Br62 C62 1.885(3)
Br64 C64 1.889(4)
C41 C42 1.394(4)
C41 C47 1.447(6)
C42 C43 1.384(4)
C43 C44 1.381(4)
C43 H43 0.9500
C47 N47 1.146(6)
C51 C52 1.399(4)
C51 C57 1.443(6)
C52 C53 1.387(4)
C53 C54 1.384(4)
C53 H53 0.9500
C57 N57 1.147(6)
C61 C62 1.395(4)
C61 C67 1.450(6)
C62 C63 1.386(4)
C63 C64 1.385(4)
C63 H63 0.9500
C67 N67 1.139(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
C42 C41 C42 C43 7_565 . -0.5(6)
C47 C41 C42 C43 . . -178.8(3)
C42 C41 C42 Br42 7_565 . 179.07(19)
C47 C41 C42 Br42 . . 0.8(5)
C41 C42 C43 C44 . . 0.4(5)
Br42 C42 C43 C44 . . -179.2(3)
C42 C43 C44 C43 . 7_565 -0.2(6)
C42 C43 C44 Br44 . . 179.4(2)
C52 C51 C52 C53 7_575 . 0.9(6)
C57 C51 C52 C53 . . -178.7(3)
C52 C51 C52 Br52 7_575 . -178.48(19)
C57 C51 C52 Br52 . . 1.9(5)
C51 C52 C53 C54 . . -0.2(5)
Br52 C52 C53 C54 . . 179.2(3)
C52 C53 C54 C53 . 7_575 -0.6(6)
C52 C53 C54 Br54 . . 178.7(2)
C62 C61 C62 C63 7_565 . -1.7(6)
C67 C61 C62 C63 . . 177.0(3)
C62 C61 C62 Br62 7_565 . 177.1(2)
C67 C61 C62 Br62 . . -4.2(5)
C61 C62 C63 C64 . . 0.4(5)
Br62 C62 C63 C64 . . -178.4(3)
C62 C63 C64 C63 . 7_565 1.0(6)
C62 C63 C64 Br64 . . -179.3(2)

_cod_database_fobs_code 2241464
