#------------------------------------------------------------------------------
#$Date: 2016-05-06 04:00:23 +0300 (Fri, 06 May 2016) $
#$Revision: 182660 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/48/7224800.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_7224800
loop_
_publ_author_name
'Näther, Christian'
'Jess, Inke'
'Kuś, Piotr'
'Jones, Peter G.'
_publ_section_title
;
 Dimorphism of 1,4-dibromo-2,5-bis(bromomethyl)benzene: crystallographic
 and physico-chemical investigations
;
_journal_issue                   17
_journal_name_full               CrystEngComm
_journal_page_first              3142
_journal_paper_doi               10.1039/C6CE00438E
_journal_volume                  18
_journal_year                    2016
_chemical_formula_sum            'C8 H6 Br4'
_chemical_formula_weight         421.77
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-02-16 deposited with the CCDC.
2016-04-04 downloaded from the CCDC.
;
_cell_angle_alpha                72.481(7)
_cell_angle_beta                 83.722(6)
_cell_angle_gamma                84.917(6)
_cell_formula_units_Z            1
_cell_length_a                   4.3542(3)
_cell_length_b                   7.3675(6)
_cell_length_c                   8.7140(6)
_cell_measurement_reflns_used    4965
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.5270
_cell_measurement_theta_min      2.4550
_cell_volume                     264.52(4)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Siemens XP'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.1419
_diffrn_measured_fraction_theta_full 0.947
_diffrn_measured_fraction_theta_max 0.927
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur, Eos'
_diffrn_measurement_method       ω-scan
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_av_sigmaI/netI    0.0227
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            13988
_diffrn_reflns_theta_full        30.50
_diffrn_reflns_theta_max         30.81
_diffrn_reflns_theta_min         2.46
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    15.158
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.14264
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.648
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       lath
_exptl_crystal_F_000             194
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.560
_refine_diff_density_min         -0.662
_refine_diff_density_rms         0.127
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     55
_refine_ls_number_reflns         1543
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0266
_refine_ls_R_factor_gt           0.0217
_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)+(0.0223P)²+0.2829P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0489
_refine_ls_wR_factor_ref         0.0511
_reflns_number_gt                1387
_reflns_number_total             1543
_reflns_threshold_expression     >2sigma(I)
_iucr_refine_instructions_details
;

TITL bendyy in P-1
CELL 0.71073   4.354233   7.367495   8.713953  72.4813  83.7217  84.9171
ZERR    1.00   0.0003   0.0006   0.0006   0.007   0.006   0.006
LATT  1
SFAC C H Br
UNIT 8 6 4
TEMP -173
SIZE 0.35 0.1 0.03
FMAP   2
PLAN   10
L.S.   4
ACTA 61
CONF

EQIV $1 -1+x,1+y,z
HTAB C3 BR2_$1
EQIV $2 2-x,-y,1-z
HTAB C4 BR2_$2

EQIV $3 x,1+y,z
RTAB CONT BR1 BR2_$3
RTAB ANGL C2 BR1 BR2_$3
RTAB ANGL BR1 BR2_$3 C4_$3
EQIV $4 2-x,1-y,-z
RTAB CONT BR1 BR2_$4
RTAB ANGL C2 BR1 BR2_$4
RTAB ANGL BR1 BR2_$4 C4_$4

WGHT    0.022300    0.282900
FVAR       8.35277
BR1   3    0.735482    0.691247    0.119950    11.00000    0.02919    0.01992 =
         0.01374   -0.00466    0.00287   -0.00415
BR2   3    0.808429    0.125435    0.252298    11.00000    0.01777    0.01457 =
         0.01814   -0.00843   -0.00071   -0.00160
C1    1    0.736786    0.402339    0.425504    11.00000    0.01072    0.01584 =
         0.01671   -0.00871   -0.00174   -0.00332
C2    1    0.601460    0.577120    0.339674    11.00000    0.01099    0.01638 =
         0.01224   -0.00574    0.00021   -0.00499
C3    1    0.369075    0.673886    0.411883    11.00000    0.01531    0.01093 =
         0.01728   -0.00525   -0.00401   -0.00171
AFIX  43
H3    2    0.281346    0.792714    0.350404    11.00000   -1.20000
AFIX   0
C4    1    0.987756    0.294486    0.352268    11.00000    0.01426    0.01931 =
         0.01901   -0.01125   -0.00187   -0.00213
AFIX  23
H4A   2    1.120161    0.217489    0.436796    11.00000   -1.20000
H4B   2    1.118719    0.385189    0.269403    11.00000   -1.20000
HKLF    4
;
_cod_data_source_file            c6ce00438e2.cif
_cod_data_source_block           bendyy
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7224800--7224801.cif.
;
_cod_original_cell_volume        264.52(3)
_cod_database_code               7224800
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Br1 Br 0.73548(6) 0.69125(4) 0.11995(3) 0.02121(8) Uani 1 1 d .
Br2 Br 0.80843(6) 0.12544(3) 0.25230(3) 0.01605(8) Uani 1 1 d .
C1 C 0.7368(5) 0.4023(3) 0.4255(3) 0.0134(4) Uani 1 1 d .
C2 C 0.6015(5) 0.5771(3) 0.3397(3) 0.0127(4) Uani 1 1 d .
C3 C 0.3691(6) 0.6739(3) 0.4119(3) 0.0140(4) Uani 1 1 d .
H3 H 0.2813 0.7927 0.3504 0.017 Uiso 1 1 calc R
C4 C 0.9878(6) 0.2945(4) 0.3523(3) 0.0162(5) Uani 1 1 d .
H4A H 1.1202 0.2175 0.4368 0.019 Uiso 1 1 calc R
H4B H 1.1187 0.3852 0.2694 0.019 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.02919(16) 0.01992(13) 0.01374(12) -0.00466(9) 0.00287(10) -0.00415(11)
Br2 0.01777(14) 0.01457(12) 0.01814(12) -0.00843(9) -0.00071(9) -0.00160(9)
C1 0.0107(11) 0.0158(11) 0.0167(11) -0.0087(9) -0.0017(8) -0.0033(8)
C2 0.0110(11) 0.0164(11) 0.0122(10) -0.0057(8) 0.0002(8) -0.0050(9)
C3 0.0153(12) 0.0109(10) 0.0173(11) -0.0053(8) -0.0040(9) -0.0017(9)
C4 0.0143(12) 0.0193(11) 0.0190(11) -0.0112(9) -0.0019(9) -0.0021(9)
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'
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
C2 C1 C3 117.9(2) . 2_666
C2 C1 C4 123.2(2) . .
C3 C1 C4 119.0(2) 2_666 .
C3 C2 C1 121.6(2) . .
C3 C2 Br1 117.96(18) . .
C1 C2 Br1 120.41(17) . .
C2 C3 C1 120.5(2) . 2_666
C1 C4 Br2 110.34(16) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 C2 1.894(2) .
Br2 C4 1.973(2) .
C1 C2 1.395(3) .
C1 C3 1.400(3) 2_666
C1 C4 1.494(3) .
C2 C3 1.390(3) .
C3 C1 1.400(3) 2_666
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C3 H3 Br2 0.95 3.03 3.934(2) 158.6 1_465
C4 H4A Br2 0.99 3.12 4.000(3) 148.6 2_756
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_4
C3 C1 C2 C3 0.0(4) 2_666 .
C4 C1 C2 C3 -179.8(2) . .
C3 C1 C2 Br1 179.20(16) 2_666 .
C4 C1 C2 Br1 -0.6(3) . .
C1 C2 C3 C1 0.0(4) . 2_666
Br1 C2 C3 C1 -179.22(16) . 2_666
C2 C1 C4 Br2 -88.1(2) . .
C3 C1 C4 Br2 92.1(2) 2_666 .
