#------------------------------------------------------------------------------
#$Date: 2017-10-13 02:48:21 +0200 (vie 13 de oct de 2017) $
#$Revision: 201957 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/17/2011728.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_2011728
loop_
_publ_author_name
'Pilati, Tullio'
'Metrangolo, Pierangelo'
'Resnati, Giuseppe'
_publ_section_title
;
 4,4'-Dibromo-2,2',3,3',5,5',6,6'-octafluorobiphenyl
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              113
_journal_page_last               114
_journal_paper_doi               10.1107/S0108270100015419
_journal_volume                  57
_journal_year                    2001
_chemical_formula_sum            'C12 Br2 F8'
_chemical_formula_weight         455.94
_chemical_name_systematic
;
4,4'-Dibromo-2,2',3,3',5,5',6,6'-octafluorobiphenyl
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 110.309(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.5489(13)
_cell_length_b                   7.4975(10)
_cell_length_c                   13.6783(12)
_cell_measurement_reflns_used    40
_cell_measurement_temperature    291.0(10)
_cell_measurement_theta_max      12.87
_cell_measurement_theta_min      5.43
_cell_volume                     1303.1(3)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Siemens, 1991)'
_computing_data_reduction        XSCANS
_computing_molecular_graphics    'ORTEPIII (Burnett & Johnson, 1996)'
_computing_publication_material  'SHELXL97 and PARST (Nardelli, 1983)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      291.0(10)
_diffrn_measured_fraction_theta_full .928
_diffrn_measured_fraction_theta_max .928
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       '2θ/ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71069
_diffrn_reflns_av_R_equivalents  .042
_diffrn_reflns_av_sigmaI/netI    .055
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            5995
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.62
_diffrn_standards_decay_%        .00
_diffrn_standards_interval_count 197
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    6.308
_exptl_absorpt_correction_T_max  .364
_exptl_absorpt_correction_T_min  .253
_exptl_absorpt_correction_type   \y-scan
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.324
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       wedge
_exptl_crystal_F_000             856
_exptl_crystal_size_max          .32
_exptl_crystal_size_mid          .20
_exptl_crystal_size_min          .16
_refine_diff_density_max         .32
_refine_diff_density_min         -.37
_refine_ls_extinction_coef       .0015(3)
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 1997)'
_refine_ls_goodness_of_fit_ref   .830
_refine_ls_hydrogen_treatment    none
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         2993
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      .830
_refine_ls_R_factor_all          .068
_refine_ls_R_factor_gt           .034
_refine_ls_shift/su_max          .002
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0237P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .063
_reflns_number_gt                1594
_reflns_number_total             2993
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            na1487.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_geom_bond_publ_flag' value 'NO' changed to 'no' according
to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (23 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_geom_bond_publ_flag' value 'NO' changed to 'no'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (23
times).

'_geom_angle_publ_flag' value 'NO' changed to 'no' according
to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary
named 'cif_core.dic' version 2.4.1 from 2010-06-29 (36
times).

'_geom_torsion_publ_flag' value 'NO' changed to 'no'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (52
times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1303.1(2)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2011728
_cod_database_fobs_code          2011728
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_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_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Br1 .00808(4) .25356(6) .38037(3) .07479(17) Uani d . 1 . . Br
Br2 .16165(4) .33724(6) 1.21201(3) .07808(17) Uani d . 1 . . Br
F1 .24482(16) .4064(3) .75691(15) .0819(7) Uani d . 1 . . F
F2 .20354(17) .3901(3) .55120(15) .0882(7) Uani d . 1 . . F
F3 -.13140(16) .1556(3) .50474(14) .0815(7) Uani d . 1 . . F
F4 -.09114(15) .1777(3) .70977(14) .0722(6) Uani d . 1 . . F
F5 .12490(19) .6121(2) .85467(14) .0769(6) Uani d . 1 . . F
F6 .1591(2) .6334(3) 1.05885(15) .0901(7) Uani d . 1 . . F
F7 .11549(17) .0120(3) 1.07033(14) .0738(6) Uani d . 1 . . F
F8 .07749(16) -.0078(2) .86526(14) .0644(5) Uani d . 1 . . F
C1 .0785(3) .2903(4) .7403(2) .0444(8) Uani d . 1 . . C
C2 .1509(3) .3435(5) .6956(2) .0526(9) Uani d . 1 . . C
C3 .1308(3) .3344(5) .5899(2) .0543(9) Uani d . 1 . . C
C4 .0362(3) .2704(4) .5244(2) .0500(9) Uani d . 1 . . C
C5 -.0381(3) .2171(5) .5662(2) .0551(9) Uani d . 1 . . C
C6 -.0164(3) .2291(5) .6720(2) .0500(9) Uani d . 1 . . C
C7 .0998(2) .3022(4) .8540(2) .0450(8) Uani d . 1 . . C
C8 .1222(3) .4616(4) .9070(2) .0511(9) Uani d . 1 . . C
C9 .1399(3) .4735(5) 1.0123(2) .0563(10) Uani d . 1 . . C
C10 .1378(3) .3231(5) 1.0689(2) .0523(9) Uani d . 1 . . C
C11 .1169(3) .1623(5) 1.0177(2) .0495(8) Uani d . 1 . . C
C12 .0976(3) .1520(4) .9122(2) .0470(8) Uani d . 1 . . C
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Br1 .1068(4) .0737(3) .04339(19) .0117(2) .0255(2) .00436(19)
Br2 .0805(3) .1114(4) .04391(19) .0016(3) .02354(19) -.0027(2)
F1 .0520(13) .1236(18) .0630(11) -.0243(13) .0110(10) .0025(12)
F2 .0689(15) .134(2) .0734(13) -.0079(14) .0395(12) .0194(13)
F3 .0609(14) .1106(18) .0569(11) -.0268(13) .0000(10) -.0056(12)
F4 .0522(13) .1052(17) .0623(11) -.0198(12) .0238(10) -.0016(11)
F5 .1178(18) .0475(12) .0552(10) -.0099(12) .0171(11) .0078(10)
F6 .136(2) .0627(14) .0615(12) -.0104(14) .0222(13) -.0185(11)
F7 .0912(16) .0679(14) .0626(11) -.0008(12) .0272(11) .0198(11)
F8 .0840(15) .0437(11) .0657(11) -.0028(11) .0261(11) -.0030(10)
C1 .043(2) .044(2) .0436(16) .0021(16) .0115(16) .0034(14)
C2 .033(2) .065(2) .0549(19) -.0044(18) .0088(17) .0025(18)
C3 .049(2) .069(2) .0508(18) .004(2) .0252(18) .0115(18)
C4 .062(3) .043(2) .0448(17) .0098(18) .0193(18) .0043(15)
C5 .047(2) .065(3) .0454(17) -.0050(19) .0052(17) -.0004(16)
C6 .038(2) .060(2) .0529(18) -.0037(17) .0167(17) .0008(17)
C7 .047(2) .044(2) .0411(16) .0004(16) .0117(15) -.0014(14)
C8 .058(2) .044(2) .0457(17) -.0008(18) .0100(16) .0085(16)
C9 .062(2) .053(2) .0472(18) .0009(19) .0100(18) -.0068(18)
C10 .045(2) .071(2) .0398(16) .0047(19) .0123(15) .0024(18)
C11 .048(2) .052(2) .0507(17) .0032(18) .0192(16) .0127(19)
C12 .047(2) .046(2) .0492(17) .0041(17) .0187(15) .0042(17)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F .0171 .0103 '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_publ_flag
C6 C1 C2 115.8(3) no
C6 C1 C7 121.8(3) no
C2 C1 C7 122.4(3) no
F1 C2 C3 118.1(3) no
F1 C2 C1 119.3(3) no
C3 C2 C1 122.5(3) no
F2 C3 C4 120.0(3) no
F2 C3 C2 119.7(3) no
C4 C3 C2 120.2(3) no
C3 C4 C5 118.8(3) no
C3 C4 Br1 120.9(3) no
C5 C4 Br1 120.3(3) no
F3 C5 C6 119.7(3) no
F3 C5 C4 120.5(3) no
C6 C5 C4 119.8(3) no
F4 C6 C5 118.1(3) no
F4 C6 C1 119.1(3) no
C5 C6 C1 122.9(3) no
C8 C7 C12 116.5(3) no
C8 C7 C1 122.2(3) no
C12 C7 C1 121.3(3) no
F5 C8 C7 119.3(3) no
F5 C8 C9 118.4(3) no
C7 C8 C9 122.2(3) no
F6 C9 C10 120.3(3) no
F6 C9 C8 119.2(3) no
C10 C9 C8 120.4(3) no
C11 C10 C9 118.2(3) no
C11 C10 Br2 120.9(3) no
C9 C10 Br2 120.9(3) no
F7 C11 C10 120.2(3) no
F7 C11 C12 118.8(3) no
C10 C11 C12 121.0(3) no
F8 C12 C11 119.0(3) no
F8 C12 C7 119.4(3) no
C11 C12 C7 121.5(3) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Br1 C4 . 1.876(3) no
Br2 C10 . 1.872(3) no
F1 C2 . 1.343(3) no
F2 C3 . 1.337(4) no
F3 C5 . 1.334(4) no
F4 C6 . 1.343(4) no
F5 C8 . 1.344(3) no
F6 C9 . 1.340(4) no
F7 C11 . 1.341(3) no
F8 C12 . 1.342(4) no
C1 C6 . 1.379(4) no
C1 C2 . 1.382(4) no
C1 C7 . 1.483(4) no
C2 C3 . 1.377(4) no
C3 C4 . 1.370(4) no
C4 C5 . 1.380(5) no
C5 C6 . 1.376(4) no
C7 C8 . 1.377(4) no
C7 C12 . 1.386(4) no
C8 C9 . 1.378(4) no
C9 C10 . 1.374(4) no
C10 C11 . 1.373(4) no
C11 C12 . 1.376(4) no
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_publ_flag
C6 C1 C2 F1 179.3(3) no
C7 C1 C2 F1 .9(5) no
C6 C1 C2 C3 -.8(5) no
C7 C1 C2 C3 -179.3(3) no
F1 C2 C3 F2 -1.0(5) no
C1 C2 C3 F2 179.1(3) no
F1 C2 C3 C4 179.7(3) no
C1 C2 C3 C4 -.1(6) no
F2 C3 C4 C5 -178.7(3) no
C2 C3 C4 C5 .5(5) no
F2 C3 C4 Br1 1.7(5) no
C2 C3 C4 Br1 -179.1(3) no
C3 C4 C5 F3 179.4(3) no
Br1 C4 C5 F3 -1.0(5) no
C3 C4 C5 C6 .1(5) no
Br1 C4 C5 C6 179.6(3) no
F3 C5 C6 F4 .0(5) no
C4 C5 C6 F4 179.3(3) no
F3 C5 C6 C1 179.6(3) no
C4 C5 C6 C1 -1.1(5) no
C2 C1 C6 F4 -179.0(3) no
C7 C1 C6 F4 -.5(5) no
C2 C1 C6 C5 1.4(5) no
C7 C1 C6 C5 179.9(3) no
C6 C1 C7 C8 -118.9(4) no
C2 C1 C7 C8 59.4(5) no
C6 C1 C7 C12 60.7(4) no
C2 C1 C7 C12 -121.0(4) no
C12 C7 C8 F5 -179.6(3) no
C1 C7 C8 F5 .1(5) no
C12 C7 C8 C9 -1.1(5) no
C1 C7 C8 C9 178.6(3) no
F5 C8 C9 F6 -.1(5) no
C7 C8 C9 F6 -178.6(3) no
F5 C8 C9 C10 179.9(3) no
C7 C8 C9 C10 1.4(6) no
F6 C9 C10 C11 179.5(3) no
C8 C9 C10 C11 -.5(5) no
F6 C9 C10 Br2 .0(5) no
C8 C9 C10 Br2 180.0(3) no
C9 C10 C11 F7 179.2(3) no
Br2 C10 C11 F7 -1.4(5) no
C9 C10 C11 C12 -.6(5) no
Br2 C10 C11 C12 178.9(3) no
F7 C11 C12 F8 .3(5) no
C10 C11 C12 F8 -180.0(3) no
F7 C11 C12 C7 -178.8(3) no
C10 C11 C12 C7 .9(5) no
C8 C7 C12 F8 -179.2(3) no
C1 C7 C12 F8 1.2(5) no
C8 C7 C12 C11 -.1(5) no
C1 C7 C12 C11 -179.7(3) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 74541
