#------------------------------------------------------------------------------
#$Date: 2016-05-04 19:06:49 +0300 (Wed, 04 May 2016) $
#$Revision: 182508 $
#$URL: svn://www.crystallography.net/cod/cif/1/54/29/1542970.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_1542970
loop_
_publ_author_name
'Zhang, Weifeng'
'Shi, Keli'
'Huang, Jianyao'
'Gao, Dong'
'Mao, Zupan'
'Li, Dizao'
'Yu, Gui'
_publ_section_title
;
 Fluorodiphenylethene-Containing Donor--Acceptor Conjugated Copolymers
 with Noncovalent Conformational Locks for Efficient Polymer Field-Effect
 Transistors
;
_journal_issue                   7
_journal_name_full               Macromolecules
_journal_page_first              2582
_journal_paper_doi               10.1021/acs.macromol.6b00144
_journal_volume                  49
_journal_year                    2016
_chemical_formula_moiety         'C14 H8 Br2 F2'
_chemical_formula_sum            'C14 H8 Br2 F2'
_chemical_formula_weight         374.02
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2014-06-09
_audit_creation_method
;
Olex2 1.2
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_cell_angle_alpha                79.090(13)
_cell_angle_beta                 87.090(15)
_cell_angle_gamma                85.960(14)
_cell_formula_units_Z            1
_cell_length_a                   4.037(2)
_cell_length_b                   5.968(3)
_cell_length_c                   13.092(6)
_cell_measurement_reflns_used    1247
_cell_measurement_temperature    173.1500
_cell_measurement_theta_max      27.4593
_cell_measurement_theta_min      3.1717
_cell_volume                     308.7(3)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2013)'
_computing_structure_solution
;
'SHELXS (Sheldrick, 2013)'
;
_diffrn_ambient_temperature      173.1500
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device
;
Saturn724 (2x2 bin mode)
;
_diffrn_measurement_device_details
;
AFC10: Fixed Chi 2 circle
;
_diffrn_measurement_device_type  'Saturn724+ CCD'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      0.0031
_diffrn_orient_matrix_UB_12      0.1658
_diffrn_orient_matrix_UB_13      0.1851
_diffrn_orient_matrix_UB_21      0.1542
_diffrn_orient_matrix_UB_22      -0.0626
_diffrn_orient_matrix_UB_23      0.0392
_diffrn_orient_matrix_UB_31      0.0192
_diffrn_orient_matrix_UB_32      0.0540
_diffrn_orient_matrix_UB_33      -0.0527
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  'Graphite Monochromator'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_av_unetI/netI     0.0281
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            4120
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.459
_diffrn_reflns_theta_min         3.172
_diffrn_source                   'Sealed Tube'
_diffrn_source_current           30.0000
_diffrn_source_power             1.5000
_diffrn_source_voltage           50.0000
_exptl_absorpt_coefficient_mu    6.565
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.4085
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    2.012
_exptl_crystal_description       block
_exptl_crystal_F_000             180
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.622
_refine_diff_density_min         -0.873
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.145
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     92
_refine_ls_number_reflns         1405
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.145
_refine_ls_R_factor_all          0.0290
_refine_ls_R_factor_gt           0.0278
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0276P)²+0.3145P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0684
_refine_ls_wR_factor_ref         0.0696
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1364
_reflns_number_total             1405
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ma6b00144_si_002.cif
_cod_data_source_block           sa3430
_cod_depositor_comments          'Adding full bibliography for 1542970.cif.'
_cod_original_cell_volume        308.7(2)
_cod_database_code               1542970
_shelxl_version_number           2013-4
_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.
;
_diffrn_number_total             1407
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Others
 Sof(H6)=Sof(F1A)=1-FVAR(1)
 Sof(H2)=Sof(F1)=FVAR(1)
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C7(H7)
;
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.63981(7) -0.25661(5) 0.42211(2) 0.03465(12) Uani 1 1 d . . . .
C1 C 0.9319(6) 0.3085(4) 0.13595(18) 0.0210(5) Uani 1 1 d . . . .
C2 C 0.7694(6) 0.1163(5) 0.1243(2) 0.0253(5) Uani 1 1 d . . . .
H2 H 0.7170 0.1010 0.0577 0.030 Uiso 0.639(5) 1 calc R P A 1
C3 C 0.6831(6) -0.0521(5) 0.2072(2) 0.0268(5) Uani 1 1 d . . . .
H3 H 0.5763 -0.1783 0.1965 0.032 Uiso 1 1 calc R . . .
C4 C 0.7587(6) -0.0294(4) 0.30683(19) 0.0237(5) Uani 1 1 d . . . .
C5 C 0.9188(6) 0.1566(5) 0.3238(2) 0.0257(5) Uani 1 1 d . . . .
H5 H 0.9683 0.1721 0.3907 0.031 Uiso 1 1 calc R . . .
C6 C 1.0029(6) 0.3192(4) 0.2378(2) 0.0236(5) Uani 1 1 d . . . .
H6 H 1.1139 0.4434 0.2488 0.028 Uiso 0.361(5) 1 calc R P A 2
C7 C 1.0322(6) 0.4908(5) 0.0502(2) 0.0248(5) Uani 1 1 d . . . .
H7 H 1.1526 0.6045 0.0675 0.030 Uiso 1 1 calc R . . .
F1 F 1.1773(7) 0.4913(4) 0.2547(2) 0.0329(7) Uani 0.639(5) 1 d . P A 1
F1A F 0.6839(12) 0.0812(8) 0.0336(3) 0.0325(13) Uani 0.361(5) 1 d . P A 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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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_site_symmetry_1
C2 C1 C7 125.0(2) .
C6 C1 C2 115.2(2) .
C6 C1 C7 119.8(2) .
C1 C2 H2 118.5 .
C3 C2 C1 123.0(2) .
C3 C2 H2 118.5 .
F1A C2 C1 122.7(3) .
F1A C2 C3 114.3(3) .
C2 C3 H3 120.6 .
C2 C3 C4 118.8(2) .
C4 C3 H3 120.6 .
C3 C4 Br1 119.64(19) .
C5 C4 Br1 119.13(19) .
C5 C4 C3 121.2(2) .
C4 C5 H5 121.2 .
C4 C5 C6 117.6(2) .
C6 C5 H5 121.2 .
C1 C6 H6 117.9 .
C5 C6 C1 124.2(2) .
C5 C6 H6 117.9 .
F1 C6 C1 118.7(2) .
F1 C6 C5 117.0(2) .
C1 C7 H7 116.8 .
C7 C7 C1 126.5(3) 2_765
C7 C7 H7 116.8 2_765
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 C4 1.895(3) .
C1 C2 1.397(3) .
C1 C6 1.393(3) .
C1 C7 1.470(3) .
C2 H2 0.9300 .
C2 C3 1.381(4) .
C2 F1A 1.312(5) .
C3 H3 0.9300 .
C3 C4 1.387(4) .
C4 C5 1.382(4) .
C5 H5 0.9300 .
C5 C6 1.385(4) .
C6 H6 0.9300 .
C6 F1 1.343(3) .
C7 C7 1.334(5) 2_765
C7 H7 0.9300 .
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_4
Br1 C4 C5 C6 179.84(19) .
C1 C2 C3 C4 0.4(4) .
C2 C1 C6 C5 -0.9(4) .
C2 C1 C6 F1 175.9(2) .
C2 C1 C7 C7 4.4(5) 2_765
C2 C3 C4 Br1 179.48(19) .
C2 C3 C4 C5 -0.3(4) .
C3 C4 C5 C6 -0.4(4) .
C4 C5 C6 C1 1.0(4) .
C4 C5 C6 F1 -175.8(2) .
C6 C1 C2 C3 0.2(4) .
C6 C1 C2 F1A 179.7(3) .
C6 C1 C7 C7 -176.6(3) 2_765
C7 C1 C2 C3 179.3(2) .
C7 C1 C2 F1A -1.2(5) .
C7 C1 C6 C5 179.9(2) .
C7 C1 C6 F1 -3.3(4) .
F1A C2 C3 C4 -179.2(3) .
