#------------------------------------------------------------------------------
#$Date: 2019-11-28 16:19:27 +0200 (Thu, 28 Nov 2019) $
#$Revision: 244097 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/82/7238244.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_7238244
loop_
_publ_author_name
'Iwase, Noriaki'
'Kinuta, Takafumi'
'Tajima, Nobuo'
'Sato, Tomohiro'
'Kuroda, Reiko'
'Matsubara, Yoshio'
'Imai, Yoshitane'
_publ_section_title
;
 Molecular recognition of bisphenol A and its derivatives using
 p-benzoquinone
;
_journal_issue                   10
_journal_name_full               CrystEngComm
_journal_page_first              3195
_journal_paper_doi               10.1039/c002812f
_journal_volume                  12
_journal_year                    2010
_chemical_formula_sum            'C21 H14 F6 O4'
_chemical_formula_weight         444.32
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 95.6020(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.6512(5)
_cell_length_b                   23.5120(17)
_cell_length_c                   12.0859(9)
_cell_measurement_reflns_used    3423
_cell_measurement_temperature    115(2)
_cell_measurement_theta_max      27.87
_cell_measurement_theta_min      1.73
_cell_volume                     1881.0(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      115(2)
_diffrn_measured_fraction_theta_full 0.949
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       '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  0.0276
_diffrn_reflns_av_sigmaI/netI    0.0378
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11676
_diffrn_reflns_theta_full        27.87
_diffrn_reflns_theta_max         27.87
_diffrn_reflns_theta_min         1.73
_exptl_absorpt_coefficient_mu    0.147
_exptl_absorpt_correction_T_max  0.9855
_exptl_absorpt_correction_T_min  0.9370
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.569
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.394
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         4265
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0409
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0472P)²+0.4562P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0954
_refine_ls_wR_factor_ref         0.1016
_reflns_number_gt                3423
_reflns_number_total             4265
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c002812f.txt
_cod_data_source_block           imai917_2
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7238244
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_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
C1 C 0.4469(2) 0.19881(6) 0.51906(12) 0.0167(3) Uani 1 1 d .
C2 C 0.4793(2) 0.18646(7) 0.63224(13) 0.0196(3) Uani 1 1 d .
H2 H 0.5694 0.2095 0.6787 0.023 Uiso 1 1 calc R
C3 C 0.3834(2) 0.14155(7) 0.67809(13) 0.0208(3) Uani 1 1 d .
H3 H 0.4083 0.1336 0.7553 0.025 Uiso 1 1 calc R
C4 C 0.2507(2) 0.10807(6) 0.61126(13) 0.0193(3) Uani 1 1 d .
C5 C 0.2184(2) 0.11921(7) 0.49860(13) 0.0195(3) Uani 1 1 d .
H5 H 0.1283 0.0960 0.4524 0.023 Uiso 1 1 calc R
C6 C 0.3170(2) 0.16406(7) 0.45276(13) 0.0177(3) Uani 1 1 d .
H6 H 0.2953 0.1711 0.3751 0.021 Uiso 1 1 calc R
C7 C 0.5607(2) 0.25008(7) 0.47631(12) 0.0166(3) Uani 1 1 d .
C8 C 0.7800(2) 0.23057(7) 0.46800(13) 0.0219(3) Uani 1 1 d .
F9 F 0.78681(14) 0.18069(4) 0.41543(8) 0.0274(2) Uani 1 1 d .
F10 F 0.87951(13) 0.22363(4) 0.56864(8) 0.0251(2) Uani 1 1 d .
F11 F 0.88734(13) 0.26740(4) 0.41304(8) 0.0286(2) Uani 1 1 d .
C12 C 0.4736(2) 0.26946(7) 0.35955(13) 0.0201(3) Uani 1 1 d .
F13 F 0.55127(14) 0.31905(4) 0.33068(8) 0.0266(2) Uani 1 1 d .
F14 F 0.27379(13) 0.27725(4) 0.35566(7) 0.0237(2) Uani 1 1 d .
F15 F 0.50612(14) 0.23212(4) 0.27966(7) 0.0263(2) Uani 1 1 d .
C16 C 0.5453(2) 0.30151(6) 0.55385(12) 0.0171(3) Uani 1 1 d .
C17 C 0.7029(2) 0.33869(7) 0.58498(13) 0.0192(3) Uani 1 1 d .
H17 H 0.8310 0.3326 0.5585 0.023 Uiso 1 1 calc R
C18 C 0.6764(2) 0.38451(7) 0.65387(13) 0.0195(3) Uani 1 1 d .
H18 H 0.7866 0.4091 0.6757 0.023 Uiso 1 1 calc R
C19 C 0.4888(2) 0.39458(6) 0.69104(12) 0.0182(3) Uani 1 1 d .
C20 C 0.3293(2) 0.35837(7) 0.65974(13) 0.0199(3) Uani 1 1 d .
H20 H 0.2004 0.3652 0.6846 0.024 Uiso 1 1 calc R
C21 C 0.3577(2) 0.31238(7) 0.59246(13) 0.0189(3) Uani 1 1 d .
H21 H 0.2476 0.2876 0.5719 0.023 Uiso 1 1 calc R
O4 O 0.14744(17) 0.06379(5) 0.65275(10) 0.0265(3) Uani 1 1 d .
H4 H 0.1824 0.0603 0.7211 0.040 Uiso 1 1 calc R
O19 O 0.46947(17) 0.44075(5) 0.75789(9) 0.0239(3) Uani 1 1 d .
H19 H 0.3497 0.4430 0.7740 0.036 Uiso 1 1 calc R
C31 C 0.6504(2) 0.47659(7) 0.43711(13) 0.0222(3) Uani 1 1 d .
C32 C 0.7047(2) 0.51610(7) 0.52943(14) 0.0241(4) Uani 1 1 d .
H32 H 0.8426 0.5256 0.5482 0.029 Uiso 1 1 calc R
C33 C 0.5645(2) 0.53871(7) 0.58712(14) 0.0234(3) Uani 1 1 d .
H33 H 0.6032 0.5651 0.6448 0.028 Uiso 1 1 calc R
O31 O 0.77900(17) 0.45755(5) 0.38131(10) 0.0284(3) Uani 1 1 d .
C41 C 1.0384(2) 0.47431(7) 0.89751(14) 0.0219(3) Uani 1 1 d .
C42 C 0.8542(2) 0.50803(7) 0.90673(14) 0.0234(4) Uani 1 1 d .
H42 H 0.7581 0.5121 0.8437 0.028 Uiso 1 1 calc R
C43 C 0.8205(2) 0.53277(7) 1.00212(14) 0.0238(4) Uani 1 1 d .
H43 H 0.7030 0.5555 1.0054 0.029 Uiso 1 1 calc R
O41 O 1.07341(17) 0.45382(5) 0.80841(10) 0.0295(3) Uani 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'
O O 0.0106 0.0060 '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
_geom_angle_site_symmetry_3
C6 C1 C2 118.18(14) . .
C6 C1 C7 124.53(13) . .
C2 C1 C7 117.29(13) . .
C3 C2 C1 121.38(15) . .
C2 C3 C4 119.72(15) . .
O4 C4 C3 122.23(14) . .
O4 C4 C5 118.01(14) . .
C3 C4 C5 119.75(15) . .
C4 C5 C6 120.26(14) . .
C5 C6 C1 120.68(14) . .
C1 C7 C16 110.29(12) . .
C1 C7 C12 112.70(12) . .
C16 C7 C12 106.50(12) . .
C1 C7 C8 106.74(12) . .
C16 C7 C8 113.13(12) . .
C12 C7 C8 107.56(12) . .
F10 C8 F9 106.78(13) . .
F10 C8 F11 106.84(12) . .
F9 C8 F11 106.68(12) . .
F10 C8 C7 111.39(13) . .
F9 C8 C7 111.60(12) . .
F11 C8 C7 113.17(13) . .
F13 C12 F15 106.88(12) . .
F13 C12 F14 106.23(12) . .
F15 C12 F14 107.13(12) . .
F13 C12 C7 112.14(13) . .
F15 C12 C7 113.21(13) . .
F14 C12 C7 110.85(12) . .
C17 C16 C21 117.99(14) . .
C17 C16 C7 124.50(13) . .
C21 C16 C7 117.48(13) . .
C18 C17 C16 121.08(14) . .
C17 C18 C19 119.96(14) . .
O19 C19 C20 122.43(14) . .
O19 C19 C18 117.82(14) . .
C20 C19 C18 119.75(14) . .
C21 C20 C19 119.93(14) . .
C20 C21 C16 121.27(14) . .
O31 C31 C32 121.07(15) . .
O31 C31 C33 121.12(15) . 3_666
C32 C31 C33 117.81(14) . 3_666
C33 C32 C31 121.21(16) . .
C32 C33 C31 120.95(16) . 3_666
O41 C41 C43 121.42(15) . 3_767
O41 C41 C42 120.68(16) . .
C43 C41 C42 117.89(14) 3_767 .
C43 C42 C41 120.86(16) . .
C42 C43 C41 121.22(15) . 3_767
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C6 1.386(2) .
C1 C2 1.394(2) .
C1 C7 1.539(2) .
C2 C3 1.378(2) .
C3 C4 1.383(2) .
C4 O4 1.3688(19) .
C4 C5 1.383(2) .
C5 C6 1.386(2) .
C7 C16 1.539(2) .
C7 C12 1.541(2) .
C7 C8 1.542(2) .
C8 F10 1.3368(18) .
C8 F9 1.3367(18) .
C8 F11 1.3392(18) .
C12 F13 1.3354(18) .
C12 F15 1.3381(18) .
C12 F14 1.3377(17) .
C16 C17 1.388(2) .
C16 C21 1.398(2) .
C17 C18 1.383(2) .
C18 C19 1.387(2) .
C19 O19 1.3668(18) .
C19 C20 1.384(2) .
C20 C21 1.377(2) .
C31 O31 1.2246(19) .
C31 C32 1.470(2) .
C31 C33 1.475(2) 3_666
C32 C33 1.329(2) .
C33 C31 1.475(2) 3_666
C41 O41 1.2227(19) .
C41 C43 1.469(2) 3_767
C41 C42 1.473(2) .
C42 C43 1.330(2) .
C43 C41 1.469(2) 3_767
