#------------------------------------------------------------------------------
#$Date: 2016-08-07 12:35:23 +0300 (Sun, 07 Aug 2016) $
#$Revision: 185607 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/56/7055600.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_7055600
loop_
_publ_author_name
'Faurie, Alexandre'
'Mallet, Charlotte'
'Allain, Magali'
'Skene, W. G.'
'Frère, Pierre'
_publ_section_title
;
 Topological and packing mode modification for solid-state emission
 enhancement of bis(perfluorostyryl)furan derivatives
;
_journal_issue                   8
_journal_name_full               'New J. Chem.'
_journal_page_first              6728
_journal_paper_doi               10.1039/C5NJ03561A
_journal_volume                  40
_journal_year                    2016
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C13 H5 F5 O2'
_chemical_formula_sum            'C13 H5 F5 O2'
_chemical_formula_weight         288.17
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2015-03-31T10:04:49-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2015-12-03 deposited with the CCDC.
2016-06-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.01(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.634(2)
_cell_length_b                   4.733(2)
_cell_length_c                   18.468(6)
_cell_measurement_reflns_used    1488
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.61
_cell_measurement_theta_min      4.42
_cell_volume                     579.5(4)
_computing_cell_refinement
'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_molecular_graphics    'DIAMOND 3.2i (Crystal Impact GbR 2005)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  'horizontally mounted graphite crystal'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0507
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            5878
_diffrn_reflns_theta_full        26
_diffrn_reflns_theta_max         26.61
_diffrn_reflns_theta_min         4.42
_exptl_absorpt_coefficient_mu    0.164
_exptl_absorpt_correction_T_max  0.995
_exptl_absorpt_correction_T_min  0.842
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 '(SADABS (Sheldrick, Bruker, 2008))'
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.651
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             288
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.175
_refine_diff_density_min         -0.178
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.4(13)
_refine_ls_extinction_coef       0.071(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2266
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.084
_refine_ls_R_factor_all          0.1208
_refine_ls_R_factor_gt           0.0591
_refine_ls_shift/su_max          0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0490P)²+0.0659P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1111
_refine_ls_wR_factor_ref         0.1239
_reflns_number_gt                1395
_reflns_number_total             2266
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5nj03561a2.cif
_cod_data_source_block           sad
_cod_depositor_comments
'Adding full bibliography for 7055598--7055600.cif.'
_cod_database_code               7055600
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -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_calc_flag
_atom_site_refinement_flags
C1 C 0.6300(6) 0.2128(9) 0.0538(2) 0.0535(11) Uani 1 d .
H1 H 0.6713 0.095 0.0169 0.064 Uiso 1 calc R
C2 C 0.7838(5) 0.3798(8) 0.08975(19) 0.0422(9) Uani 1 d .
C3 C 0.9854(5) 0.3781(10) 0.0847(2) 0.0485(10) Uani 1 d .
H3 H 1.0591 0.2702 0.0529 0.058 Uiso 1 calc R
C4 C 1.0641(6) 0.5705(9) 0.1365(2) 0.0530(10) Uani 1 d .
H4 H 1.1995 0.6138 0.1454 0.064 Uiso 1 calc R
C5 C 0.9050(6) 0.6805(9) 0.1711(2) 0.0482(10) Uani 1 d .
C6 C 0.8919(6) 0.8870(9) 0.2277(2) 0.0509(10) Uani 1 d .
H6 H 1.0111 0.9473 0.2508 0.061 Uiso 1 calc R
C7 C 0.7176(6) 0.9983(8) 0.2494(2) 0.0467(10) Uani 1 d .
H7 H 0.6005 0.9346 0.2255 0.056 Uiso 1 calc R
C8 C 0.6920(6) 1.2084(9) 0.3062(2) 0.0499(10) Uani 1 d .
C9 C 0.8369(7) 1.2868(8) 0.3599(2) 0.0592(12) Uani 1 d .
C10 C 0.8035(10) 1.4856(9) 0.4117(3) 0.0688(14) Uani 1 d .
C11 C 0.6210(11) 1.6197(9) 0.4122(3) 0.0742(16) Uani 1 d .
C12 C 0.4720(8) 1.5541(11) 0.3607(3) 0.0732(14) Uani 1 d .
C13 C 0.5077(7) 1.3504(10) 0.3097(3) 0.0630(13) Uani 1 d .
F1 F 1.0161(4) 1.1577(6) 0.36262(14) 0.0807(9) Uani 1 d .
F2 F 0.9455(6) 1.5525(7) 0.46130(16) 0.1030(10) Uani 1 d .
F3 F 0.5830(5) 1.8205(6) 0.46166(15) 0.1047(12) Uani 1 d .
F4 F 0.2924(5) 1.6895(7) 0.3585(2) 0.1197(13) Uani 1 d .
F5 F 0.3615(4) 1.2921(7) 0.25974(17) 0.0926(10) Uani 1 d .
O1 O 0.7292(4) 0.5671(5) 0.14282(13) 0.0448(7) Uani 1 d .
O2 O 0.4522(4) 0.2088(8) 0.06652(17) 0.0714(9) Uani 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 0 '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'
O O 0.0106 0.006 '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
O2 C1 C2 127.0(4)
O2 C1 H1 116.5
C2 C1 H1 116.5
C3 C2 O1 109.9(3)
C3 C2 C1 131.1(4)
O1 C2 C1 118.8(3)
C2 C3 C4 107.2(3)
C2 C3 H3 126.4
C4 C3 H3 126.4
C5 C4 C3 107.0(3)
C5 C4 H4 126.5
C3 C4 H4 126.5
C4 C5 O1 109.6(3)
C4 C5 C6 132.2(4)
O1 C5 C6 118.2(3)
C7 C6 C5 123.9(4)
C7 C6 H6 118
C5 C6 H6 118
C6 C7 C8 127.1(4)
C6 C7 H7 116.4
C8 C7 H7 116.4
C13 C8 C9 114.7(4)
C13 C8 C7 118.9(4)
C9 C8 C7 126.3(4)
F1 C9 C10 117.1(5)
F1 C9 C8 119.4(4)
C10 C9 C8 123.5(4)
F2 C10 C9 121.2(5)
F2 C10 C11 119.4(5)
C9 C10 C11 119.4(5)
F3 C11 C10 121.2(6)
F3 C11 C12 118.5(5)
C10 C11 C12 120.2(5)
F4 C12 C13 119.0(6)
F4 C12 C11 121.5(5)
C13 C12 C11 119.5(5)
F5 C13 C12 118.5(5)
F5 C13 C8 118.8(4)
C12 C13 C8 122.7(5)
C5 O1 C2 106.4(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O2 1.211(4)
C1 C2 1.435(5)
C1 H1 0.93
C2 C3 1.344(5)
C2 O1 1.379(4)
C3 C4 1.408(6)
C3 H3 0.93
C4 C5 1.357(5)
C4 H4 0.93
C5 O1 1.371(4)
C5 C6 1.436(6)
C6 C7 1.344(5)
C6 H6 0.93
C7 C8 1.461(6)
C7 H7 0.93
C8 C13 1.399(6)
C8 C9 1.406(6)
C9 F1 1.336(5)
C9 C10 1.366(6)
C10 F2 1.329(6)
C10 C11 1.367(7)
C11 F3 1.348(5)
C11 C12 1.383(7)
C12 F4 1.352(6)
C12 C13 1.375(7)
C13 F5 1.343(6)
