#------------------------------------------------------------------------------
#$Date: 2018-09-09 20:56:53 +0300 (Sun, 09 Sep 2018) $
#$Revision: 210663 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/38/7113860.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_7113860
loop_
_publ_author_name
'He, Feng'
'Cheng, Gang'
'Zhang, Haiquan'
'Zheng, Yan'
'Xie, Zengqi'
'Yang, Bing'
'Ma, Yuguang'
'Liu, Shiyong'
'Shen, Jiacong'
_publ_section_title
;
 Synthesis, characteristics and luminescence properties of
 oligo(phenylenevinylene) dimers with a biphenyl linkage center
;
_journal_coden_ASTM              CHCOFS
_journal_issue                   17
_journal_name_full
;
 Chemical Communications (Cambridge, United Kingdom)
;
_journal_page_first              2206
_journal_page_last               2207
_journal_paper_doi               10.1039/b306694k
_journal_year                    2003
_chemical_formula_sum            'C16 H14 Br4'
_chemical_formula_weight         525.91
_chemical_name_common            2,5,2',5'-tetrakis-bromomethyl-biphenyl
_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
_cell_angle_alpha                108.581(11)
_cell_angle_beta                 93.720(6)
_cell_angle_gamma                109.933(15)
_cell_formula_units_Z            2
_cell_length_a                   9.184(2)
_cell_length_b                   9.3868(15)
_cell_length_c                   11.5616(8)
_cell_measurement_reflns_used    6083
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.40
_cell_volume                     871.2(3)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        PROCESS-AUTO
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 10.0
_diffrn_measured_fraction_theta_full 0.900
_diffrn_measured_fraction_theta_max 0.900
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       oscillation
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoKa
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0540
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3584
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.40
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    9.227
_exptl_absorpt_correction_T_max  0.2801
_exptl_absorpt_correction_T_min  0.1052
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.005
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.19
_refine_diff_density_max         1.092
_refine_diff_density_min         -0.750
_refine_diff_density_rms         0.148
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     189
_refine_ls_number_reflns         3584
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.1100
_refine_ls_R_factor_gt           0.0646
_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/[s²(Fo²)+(0.1120P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1786
_refine_ls_wR_factor_ref         0.1980
_reflns_number_gt                2084
_reflns_number_total             3584
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             7103894
_cod_data_source_file            b306694k.txt
_cod_data_source_block           ma02-01
_cod_original_sg_symbol_H-M      p-1
_cod_database_code               7113860
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 0.27953(12) 0.75924(11) 0.33258(7) 0.0666(3) Uani 1 1 d .
Br2 Br 0.17721(14) 0.75450(12) 1.02489(8) 0.0727(3) Uani 1 1 d .
Br3 Br 0.20174(13) 1.20711(11) 0.58530(7) 0.0671(3) Uani 1 1 d .
Br4 Br 0.32975(15) 1.28446(14) 1.30377(8) 0.0826(4) Uani 1 1 d .
C1 C 0.3909(11) 0.7505(10) 0.4806(6) 0.054(2) Uani 1 1 d .
H1A H 0.4093 0.6502 0.4578 0.065 Uiso 1 1 calc R
H1B H 0.4926 0.8406 0.5109 0.065 Uiso 1 1 calc R
C2 C 0.0565(10) 0.7751(10) 0.8877(7) 0.058(2) Uani 1 1 d .
H2A H -0.0459 0.6859 0.8588 0.070 Uiso 1 1 calc R
H2B H 0.0391 0.8758 0.9183 0.070 Uiso 1 1 calc R
C3 C 0.0917(10) 1.1243(9) 0.7067(6) 0.0508(19) Uani 1 1 d .
H3A H 0.0050 1.1605 0.7201 0.061 Uiso 1 1 calc R
H3B H 0.0478 1.0063 0.6725 0.061 Uiso 1 1 calc R
C4 C 0.4721(11) 1.3514(11) 1.1934(7) 0.070(3) Uani 1 1 d .
H4A H 0.5238 1.4690 1.2246 0.084 Uiso 1 1 calc R
H4B H 0.5529 1.3064 1.1922 0.084 Uiso 1 1 calc R
C11 C 0.2955(9) 0.7591(8) 0.5823(6) 0.0434(17) Uani 1 1 d .
C12 C 0.1962(10) 0.6168(9) 0.5937(7) 0.0514(19) Uani 1 1 d .
H12A H 0.1814 0.5158 0.5354 0.062 Uiso 1 1 calc R
C13 C 0.1196(10) 0.6285(9) 0.6936(7) 0.053(2) Uani 1 1 d .
H13A H 0.0518 0.5331 0.7003 0.064 Uiso 1 1 calc R
C14 C 0.1389(9) 0.7740(8) 0.7831(6) 0.0437(17) Uani 1 1 d .
C15 C 0.2378(8) 0.9158(8) 0.7694(6) 0.0385(15) Uani 1 1 d .
C16 C 0.3153(9) 0.9061(8) 0.6704(6) 0.0433(17) Uani 1 1 d .
H16A H 0.3824 1.0014 0.6633 0.052 Uiso 1 1 calc R
C21 C 0.1975(9) 1.1802(8) 0.8259(6) 0.0426(17) Uani 1 1 d .
C22 C 0.2612(9) 1.0810(8) 0.8595(6) 0.0398(15) Uani 1 1 d .
C23 C 0.3520(9) 1.1368(9) 0.9776(6) 0.0452(18) Uani 1 1 d .
H23 H 0.374(9) 1.077(8) 1.009(6) 0.037(19) Uiso 1 1 d .
C24 C 0.3794(9) 1.2922(9) 1.0642(6) 0.0472(18) Uani 1 1 d .
C25 C 0.3175(10) 1.3905(9) 1.0287(6) 0.0504(19) Uani 1 1 d .
H25A H 0.3365 1.4945 1.0842 0.061 Uiso 1 1 calc R
C26 C 0.2281(11) 1.3353(10) 0.9120(7) 0.0512(19) Uani 1 1 d .
H26 H 0.180(9) 1.398(8) 0.884(6) 0.038(18) Uiso 1 1 d .
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
C11 C1 Br1 110.9(6)
C14 C2 Br2 111.9(6)
C21 C3 Br3 112.1(6)
C24 C4 Br4 109.8(6)
C16 C11 C12 119.1(7)
C16 C11 C1 120.7(7)
C12 C11 C1 119.9(7)
C13 C12 C11 118.7(7)
C14 C13 C12 123.1(7)
C13 C14 C15 117.5(7)
C13 C14 C2 119.5(7)
C15 C14 C2 123.0(7)
C16 C15 C14 120.1(6)
C16 C15 C22 118.4(6)
C14 C15 C22 121.5(6)
C11 C16 C15 121.6(7)
C22 C21 C26 118.8(6)
C22 C21 C3 122.3(6)
C26 C21 C3 118.8(7)
C23 C22 C21 119.8(6)
C23 C22 C15 119.0(7)
C21 C22 C15 121.3(6)
C22 C23 C24 120.8(7)
C25 C24 C23 118.7(7)
C25 C24 C4 119.9(7)
C23 C24 C4 121.4(8)
C26 C25 C24 120.3(7)
C25 C26 C21 121.6(7)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 C1 1.975(7)
Br2 C2 1.975(9)
Br3 C3 1.985(8)
Br4 C4 1.975(9)
C1 C11 1.510(10)
C2 C14 1.467(10)
C3 C21 1.461(10)
C4 C24 1.499(10)
C11 C16 1.373(10)
C11 C12 1.389(10)
C12 C13 1.385(11)
C13 C14 1.370(11)
C14 C15 1.397(10)
C15 C16 1.381(10)
C15 C22 1.500(9)
C21 C22 1.390(10)
C21 C26 1.396(10)
C22 C23 1.390(9)
C23 C24 1.407(10)
C24 C25 1.383(11)
C25 C26 1.373(11)
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
Br1 C1 C11 C16 -90.9(8)
Br1 C1 C11 C12 94.6(7)
C16 C11 C12 C13 0.4(11)
C1 C11 C12 C13 175.0(7)
C11 C12 C13 C14 -1.0(13)
C12 C13 C14 C15 1.7(12)
C12 C13 C14 C2 -178.4(8)
Br2 C2 C14 C13 86.1(8)
Br2 C2 C14 C15 -94.0(8)
C13 C14 C15 C16 -1.8(11)
C2 C14 C15 C16 178.3(7)
C13 C14 C15 C22 177.4(7)
C2 C14 C15 C22 -2.5(11)
C12 C11 C16 C15 -0.6(11)
C1 C11 C16 C15 -175.1(7)
C14 C15 C16 C11 1.3(11)
C22 C15 C16 C11 -178.0(7)
Br3 C3 C21 C22 -101.9(7)
Br3 C3 C21 C26 82.1(8)
C26 C21 C22 C23 0.6(11)
C3 C21 C22 C23 -175.4(7)
C26 C21 C22 C15 -177.6(7)
C3 C21 C22 C15 6.4(11)
C16 C15 C22 C23 -107.5(8)
C14 C15 C22 C23 73.2(10)
C16 C15 C22 C21 70.7(10)
C14 C15 C22 C21 -108.6(8)
C21 C22 C23 C24 0.5(12)
C15 C22 C23 C24 178.8(7)
C22 C23 C24 C25 -1.5(12)
C22 C23 C24 C4 177.7(8)
Br4 C4 C24 C25 91.4(8)
Br4 C4 C24 C23 -87.9(9)
C23 C24 C25 C26 1.4(12)
C4 C24 C25 C26 -177.8(8)
C24 C25 C26 C21 -0.3(13)
C22 C21 C26 C25 -0.7(12)
C3 C21 C26 C25 175.4(8)
