#------------------------------------------------------------------------------
#$Date: 2019-10-08 12:32:51 +0300 (Tue, 08 Oct 2019) $
#$Revision: 219162 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/44/7234472.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_7234472
loop_
_publ_author_name
'Junwei Yang'
'Moyun Chen'
'Ji Ma'
'Wei Huang'
'Haoyun Zhu'
'Yuli Huang'
'Weizhi Wang'
_publ_section_title
;
 Boronate ester post-functionalization of PPEs: versatile building blocks
 for poly(2,2'-(1-(4-(1,2-di(thiophen-2-yl)vinyl)phenyl)-2-
 (2,5-dioctylphenyl)ethene-1,2-diyl)dithiophene) and application in field
 effect transistors
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              10074
_journal_page_last               10078
_journal_paper_doi               10.1039/C5TC02298C
_journal_volume                  3
_journal_year                    2015
_chemical_formula_sum            'C22 H14'
_chemical_formula_weight         278.33
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.34
_cell_angle_beta                 94.20
_cell_angle_gamma                103.93
_cell_formula_units_Z            2
_cell_length_a                   6.055(3)
_cell_length_b                   9.804(4)
_cell_length_c                   13.814(2)
_cell_measurement_reflns_used    660
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.16
_cell_measurement_theta_min      2.96
_cell_volume                     793.6(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and 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  0.0208
_diffrn_reflns_av_sigmaI/netI    0.0438
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            4003
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.14
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_T_max  0.9889
_exptl_absorpt_correction_T_min  0.9831
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.165
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             292
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.111
_refine_diff_density_min         -0.121
_refine_diff_density_rms         0.029
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2761
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.1232
_refine_ls_R_factor_gt           0.0494
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0365P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0931
_refine_ls_wR_factor_ref         0.1090
_reflns_number_gt                1239
_reflns_number_total             2761
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            J-Mater-Chem-C-2015-3-10074.cif
_cod_data_source_block           a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the built-in table derived
from the CIF Core dictionary named 'cif_core.dic' version 2.4.5 last
updated on 2014-11-21.

data item '_symmetry_cell_setting' value 'Triclinic' was changed to
'triclinic' in accordance with the built-in table derived from the
CIF Core dictionary named 'cif_core.dic' version 2.4.5 last updated
on 2014-11-21.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        793.5(5)
_cod_original_sg_symbol_H-M      'P-1   '
_cod_database_code               7234472
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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5056(4) 0.7534(2) 0.13391(17) 0.0719(7) Uani 1 1 d . . .
H1 H 0.3518 0.7213 0.1135 0.086 Uiso 1 1 calc R . .
C2 C 0.6616(5) 0.8105(2) 0.06791(16) 0.0841(8) Uani 1 1 d . . .
H2 H 0.6124 0.8171 0.0031 0.101 Uiso 1 1 calc R . .
C3 C 0.8891(5) 0.8577(2) 0.09787(19) 0.0812(8) Uani 1 1 d . . .
H3 H 0.9937 0.8950 0.0532 0.097 Uiso 1 1 calc R . .
C4 C 0.9616(4) 0.8498(2) 0.19318(19) 0.0743(7) Uani 1 1 d . . .
H4 H 1.1156 0.8819 0.2132 0.089 Uiso 1 1 calc R . .
C5 C 0.8083(4) 0.7945(2) 0.25980(15) 0.0636(6) Uani 1 1 d . . .
H5 H 0.8588 0.7910 0.3247 0.076 Uiso 1 1 calc R . .
C6 C 0.5794(4) 0.7441(2) 0.23082(15) 0.0567(6) Uani 1 1 d . . .
C7 C 0.4235(4) 0.6809(2) 0.30061(15) 0.0630(6) Uani 1 1 d . . .
C8 C 0.2990(4) 0.6252(2) 0.35944(15) 0.0607(6) Uani 1 1 d . . .
C9 C 0.1484(4) 0.5611(2) 0.43064(15) 0.0536(5) Uani 1 1 d . . .
C10 C 0.2287(4) 0.55242(19) 0.52663(16) 0.0600(6) Uani 1 1 d . . .
H10 H 0.3831 0.5872 0.5450 0.072 Uiso 1 1 calc R . .
C11 C -0.0827(4) 0.5070(2) 0.40510(14) 0.0605(6) Uani 1 1 d . . .
H11 H -0.1393 0.5110 0.3410 0.073 Uiso 1 1 calc R . .
C12 C 0.5704(4) 0.3675(2) 0.18689(14) 0.0628(6) Uani 1 1 d . . .
H12 H 0.4549 0.4110 0.2000 0.075 Uiso 1 1 calc R . .
C13 C 0.7303(4) 0.4276(2) 0.12456(15) 0.0735(7) Uani 1 1 d . . .
H13 H 0.7220 0.5117 0.0954 0.088 Uiso 1 1 calc R . .
C14 C 0.9018(4) 0.3655(3) 0.10475(16) 0.0803(7) Uani 1 1 d . . .
H14 H 1.0115 0.4079 0.0634 0.096 Uiso 1 1 calc R . .
C15 C 0.9106(4) 0.2398(2) 0.14640(16) 0.0788(7) Uani 1 1 d . . .
H15 H 1.0253 0.1963 0.1321 0.095 Uiso 1 1 calc R . .
C16 C 0.7520(4) 0.1779(2) 0.20879(14) 0.0665(6) Uani 1 1 d . . .
H16 H 0.7597 0.0929 0.2366 0.080 Uiso 1 1 calc R . .
C17 C 0.5809(4) 0.2414(2) 0.23051(14) 0.0548(6) Uani 1 1 d . . .
C18 C 0.4225(4) 0.1793(2) 0.29980(15) 0.0605(6) Uani 1 1 d . . .
C19 C 0.2998(4) 0.1276(2) 0.36065(15) 0.0604(6) Uani 1 1 d . . .
C20 C 0.1492(4) 0.0641(2) 0.43183(14) 0.0530(5) Uani 1 1 d . . .
C21 C -0.0288(4) 0.1208(2) 0.45596(14) 0.0607(6) Uani 1 1 d . . .
H21 H -0.0491 0.2024 0.4265 0.073 Uiso 1 1 calc R . .
C22 C 0.1757(3) -0.0581(2) 0.47722(14) 0.0594(6) Uani 1 1 d . . .
H22 H 0.2943 -0.0976 0.4621 0.071 Uiso 1 1 calc R . .
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'
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 C6 119.8(2) . .
C2 C1 H1 120.1 . .
C6 C1 H1 120.1 . .
C3 C2 C1 120.2(2) . .
C3 C2 H2 119.9 . .
C1 C2 H2 119.9 . .
C4 C3 C2 120.1(2) . .
C4 C3 H3 120.0 . .
C2 C3 H3 120.0 . .
C3 C4 C5 120.4(2) . .
C3 C4 H4 119.8 . .
C5 C4 H4 119.8 . .
C4 C5 C6 120.4(2) . .
C4 C5 H5 119.8 . .
C6 C5 H5 119.8 . .
C5 C6 C1 119.1(2) . .
C5 C6 C7 119.6(2) . .
C1 C6 C7 121.3(2) . .
C8 C7 C6 177.6(2) . .
C7 C8 C9 178.7(2) . .
C10 C9 C11 118.36(19) . .
C10 C9 C8 121.1(2) . .
C11 C9 C8 120.6(2) . .
C11 C10 C9 120.8(2) 2_566 .
C11 C10 H10 119.6 2_566 .
C9 C10 H10 119.6 . .
C10 C11 C9 120.8(2) 2_566 .
C10 C11 H11 119.6 2_566 .
C9 C11 H11 119.6 . .
C13 C12 C17 120.0(2) . .
C13 C12 H12 120.0 . .
C17 C12 H12 120.0 . .
C14 C13 C12 120.8(2) . .
C14 C13 H13 119.6 . .
C12 C13 H13 119.6 . .
C13 C14 C15 119.4(2) . .
C13 C14 H14 120.3 . .
C15 C14 H14 120.3 . .
C16 C15 C14 120.7(2) . .
C16 C15 H15 119.7 . .
C14 C15 H15 119.7 . .
C15 C16 C17 120.3(2) . .
C15 C16 H16 119.9 . .
C17 C16 H16 119.9 . .
C16 C17 C12 118.90(19) . .
C16 C17 C18 119.8(2) . .
C12 C17 C18 121.3(2) . .
C19 C18 C17 176.7(2) . .
C18 C19 C20 178.7(2) . .
C21 C20 C22 118.33(18) . .
C21 C20 C19 121.0(2) . .
C22 C20 C19 120.6(2) . .
C22 C21 C20 120.88(19) 2_556 .
C22 C21 H21 119.6 2_556 .
C20 C21 H21 119.6 . .
C21 C22 C20 120.79(19) 2_556 .
C21 C22 H22 119.6 2_556 .
C20 C22 H22 119.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.384(3) .
C1 C6 1.390(3) .
C1 H1 0.9300 .
C2 C3 1.375(3) .
C2 H2 0.9300 .
C3 C4 1.366(3) .
C3 H3 0.9300 .
C4 C5 1.375(3) .
C4 H4 0.9300 .
C5 C6 1.383(3) .
C5 H5 0.9300 .
C6 C7 1.436(3) .
C7 C8 1.193(2) .
C8 C9 1.434(3) .
C9 C10 1.389(2) .
C9 C11 1.390(3) .
C10 C11 1.375(3) 2_566
C10 H10 0.9300 .
C11 C10 1.375(3) 2_566
C11 H11 0.9300 .
C12 C13 1.371(3) .
C12 C17 1.392(2) .
C12 H12 0.9300 .
C13 C14 1.367(3) .
C13 H13 0.9300 .
C14 C15 1.374(3) .
C14 H14 0.9300 .
C15 C16 1.371(3) .
C15 H15 0.9300 .
C16 C17 1.380(3) .
C16 H16 0.9300 .
C17 C18 1.438(3) .
C18 C19 1.196(2) .
C19 C20 1.432(3) .
C20 C21 1.386(2) .
C20 C22 1.393(2) .
C21 C22 1.373(3) 2_556
C21 H21 0.9300 .
C22 C21 1.373(3) 2_556
C22 H22 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_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C6 C1 C2 C3 0.2(3) . . . .
C1 C2 C3 C4 -0.8(3) . . . .
C2 C3 C4 C5 0.1(3) . . . .
C3 C4 C5 C6 1.1(3) . . . .
C4 C5 C6 C1 -1.6(3) . . . .
C4 C5 C6 C7 177.13(18) . . . .
C2 C1 C6 C5 1.0(3) . . . .
C2 C1 C6 C7 -177.74(18) . . . .
C5 C6 C7 C8 -54(6) . . . .
C1 C6 C7 C8 125(5) . . . .
C6 C7 C8 C9 144(9) . . . .
C7 C8 C9 C10 -90(11) . . . .
C7 C8 C9 C11 90(11) . . . .
C11 C9 C10 C11 -0.7(3) . . . 2_566
C8 C9 C10 C11 178.86(17) . . . 2_566
C10 C9 C11 C10 0.7(3) . . . 2_566
C8 C9 C11 C10 -178.86(17) . . . 2_566
C17 C12 C13 C14 -0.3(3) . . . .
C12 C13 C14 C15 1.3(3) . . . .
C13 C14 C15 C16 -1.2(3) . . . .
C14 C15 C16 C17 0.0(3) . . . .
C15 C16 C17 C12 1.0(3) . . . .
C15 C16 C17 C18 -176.8(2) . . . .
C13 C12 C17 C16 -0.9(3) . . . .
C13 C12 C17 C18 176.9(2) . . . .
C16 C17 C18 C19 53(4) . . . .
C12 C17 C18 C19 -125(3) . . . .
C17 C18 C19 C20 -149(9) . . . .
C18 C19 C20 C21 -82(10) . . . .
C18 C19 C20 C22 97(10) . . . .
C22 C20 C21 C22 -0.1(3) . . . 2_556
C19 C20 C21 C22 178.68(19) . . . 2_556
C21 C20 C22 C21 0.1(3) . . . 2_556
C19 C20 C22 C21 -178.68(19) . . . 2_556
