#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:21:28 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179839 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/35/7013540.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_7013540
loop_
_publ_author_name
'Stéphanie M. Cornet'
'Keith B. Dillon'
'Christopher D. Entwistle'
'Mark A. Fox'
'Andrés E. Goeta'
'Helen P. Goodwin'
'Todd B. Marder'
'Amber L. Thompson'
_publ_section_title
;
 Synthesis and characterisation of some new boron compounds containing
 the 2,4,6-(CF3)3C6H2(fluoromes = Ar), 2,6-(CF3)2C6H3(fluoroxyl = Ar'),
 or 2,4-(CF3)2C6H3(Ar″) ligands
;
_journal_issue                   23
_journal_name_full               'Dalton Trans.'
_journal_page_first              4395
_journal_page_last               4405
_journal_paper_doi               10.1039/b309820f
_journal_year                    2003
_chemical_formula_moiety         'C18 H5 B F18 O'
_chemical_formula_sum            'C18 H5 B F18 O'
_chemical_formula_weight         590.03
_chemical_melting_point          ?
_chemical_name_common
'Bis-(2,4,6-tris-(trifluoromethyl)-phenyl)-boronic acid'
_chemical_name_systematic
;
Bis-(2,4,6-tris-(trifluoromethyl)-phenyl)-boronic acid
;
_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
_cell_angle_alpha                112.5700(10)
_cell_angle_beta                 99.9530(10)
_cell_angle_gamma                102.5760(10)
_cell_formula_units_Z            2
_cell_length_a                   9.1587(3)
_cell_length_b                   10.1298(3)
_cell_length_c                   12.5200(4)
_cell_measurement_reflns_used    6847
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.467
_cell_measurement_theta_min      2.222
_cell_volume                     1003.60(6)
_computing_cell_refinement       'SMART-NT V5.0 (Bruker, 1998)'
_computing_data_collection       'SMART-NT V5.0 (Bruker, 1998)'
_computing_data_reduction        'SMART-NT V5.0 (Bruker, 1998)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker SMART CCD 1K 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  0.0274
_diffrn_reflns_av_sigmaI/netI    0.0323
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11082
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         1.84
_exptl_absorpt_coefficient_mu    0.234
_exptl_absorpt_correction_T_max  0.9590
_exptl_absorpt_correction_T_min  0.9162
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (G.M.Sheldrick, 1998)'
_exptl_crystal_colour            clear_light_colourless
_exptl_crystal_density_diffrn    1.953
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       shapeless
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.485
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     386
_refine_ls_number_reflns         4583
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0447
_refine_ls_R_factor_gt           0.0359
_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)+(0.0473P)²+0.4745P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0914
_refine_ls_wR_factor_ref         0.0981
_reflns_number_gt                3844
_reflns_number_total             4583
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b309820f.txt
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/adriana/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1555 2011-01-17 13:19:09Z saulius 

The following automatic conversions were performed:

'_chemical_melting_point' value 'not measured' was changed to '?' -
the value is undefined or not given.

Automatic conversion script
Id: cif_fix_values 1569 2011-02-09 13:29:24Z adriana 
;
_cod_original_cell_volume        1003.60(5)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7013540
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
B1 B 0.65856(19) -0.09448(19) -0.16012(15) 0.0195(3) Uani 1 1 d . . .
O1 O 0.66254(14) -0.15434(13) -0.08146(10) 0.0252(2) Uani 1 1 d . . .
H1 H 0.584(3) -0.212(3) -0.090(2) 0.039(6) Uiso 1 1 d . . .
C11 C 0.50948(16) -0.15679(16) -0.27649(13) 0.0189(3) Uani 1 1 d . . .
C12 C 0.43362(18) -0.31380(17) -0.34775(13) 0.0212(3) Uani 1 1 d . . .
C13 C 0.30480(18) -0.36979(17) -0.44817(13) 0.0237(3) Uani 1 1 d . . .
H13 H 0.2579 -0.4731 -0.4928 0.028 Uiso 1 1 calc R . .
C14 C 0.24649(18) -0.27196(18) -0.48166(13) 0.0239(3) Uani 1 1 d . A .
C15 C 0.31485(18) -0.11835(18) -0.41497(13) 0.0225(3) Uani 1 1 d . . .
H15 H 0.2755 -0.0525 -0.4372 0.027 Uiso 1 1 calc R . .
C16 C 0.44344(17) -0.06235(17) -0.31394(13) 0.0203(3) Uani 1 1 d . . .
C17 C 0.4814(2) -0.43249(18) -0.31727(15) 0.0259(3) Uani 1 1 d . . .
F11 F 0.41516(14) -0.57100(11) -0.40857(10) 0.0390(3) Uani 1 1 d . . .
F12 F 0.63565(12) -0.40969(11) -0.29033(10) 0.0319(2) Uani 1 1 d . . .
F13 F 0.43572(12) -0.43848(11) -0.22152(9) 0.0308(2) Uani 1 1 d . . .
C18 C 0.10632(19) -0.3349(2) -0.59028(14) 0.0284(4) Uani 1 1 d D . .
F14 F 0.13691(15) -0.41224(17) -0.69177(10) 0.0519(4) Uani 0.933(2) 1 d PD A 1
F15 F -0.01561(16) -0.42140(19) -0.57977(14) 0.0530(5) Uani 0.933(2) 1 d PD A 1
F16 F 0.05838(16) -0.22602(15) -0.60786(12) 0.0462(4) Uani 0.933(2) 1 d PD A 1
F14A F 0.111(2) -0.281(2) -0.6551(16) 0.036(2) Uiso 0.067(2) 1 d PD A 2
F15A F 0.097(2) -0.4934(18) -0.6618(15) 0.036(2) Uiso 0.07 1 d PD A 2
F16A F -0.017(3) -0.359(2) -0.564(2) 0.036(2) Uiso 0.07 1 d PD A 2
C19 C 0.50637(19) 0.10792(18) -0.24688(14) 0.0247(3) Uani 1 1 d . . .
F17 F 0.63343(13) 0.16510(11) -0.27411(10) 0.0358(3) Uani 1 1 d . . .
F18 F 0.40080(13) 0.17283(11) -0.27304(10) 0.0370(3) Uani 1 1 d . . .
F19 F 0.54562(12) 0.15641(11) -0.12700(8) 0.0303(2) Uani 1 1 d . . .
C21 C 0.81462(17) 0.04114(17) -0.12476(13) 0.0190(3) Uani 1 1 d . . .
C22 C 0.87436(17) 0.15954(16) -0.00613(13) 0.0190(3) Uani 1 1 d . . .
C23 C 1.00858(17) 0.27973(17) 0.02736(13) 0.0209(3) Uani 1 1 d . . .
H23 H 1.0444 0.3563 0.1057 0.025 Uiso 1 1 calc R . .
C24 C 1.08832(17) 0.28489(17) -0.05604(14) 0.0212(3) Uani 1 1 d . B .
C25 C 1.03759(18) 0.16924(17) -0.17197(14) 0.0217(3) Uani 1 1 d . . .
H25 H 1.0929 0.1713 -0.2273 0.026 Uiso 1 1 calc R . .
C26 C 0.90313(17) 0.04990(17) -0.20503(13) 0.0206(3) Uani 1 1 d . . .
C27 C 0.80048(18) 0.16434(17) 0.09505(13) 0.0219(3) Uani 1 1 d . . .
F21 F 0.84267(12) 0.07823(12) 0.14585(8) 0.0298(2) Uani 1 1 d . . .
F22 F 0.84438(13) 0.30380(11) 0.18456(8) 0.0330(2) Uani 1 1 d . . .
F23 F 0.64375(10) 0.11927(11) 0.05987(8) 0.0274(2) Uani 1 1 d . . .
C28 C 1.2322(2) 0.41459(18) -0.02262(15) 0.0265(3) Uani 1 1 d D . .
F24 F 1.2752(10) 0.5156(10) 0.0942(6) 0.0381(15) Uani 0.67(6) 1 d PD B 1
F25 F 1.2188(9) 0.4891(13) -0.0886(12) 0.0431(15) Uani 0.67(6) 1 d PD B 1
F26 F 1.3563(9) 0.3677(9) -0.0382(10) 0.0403(15) Uani 0.67(6) 1 d PD B 1
F24A F 1.242(5) 0.526(3) 0.077(3) 0.066(6) Uani 0.33(6) 1 d PD B 2
F25A F 1.213(2) 0.468(4) -0.107(3) 0.063(5) Uani 0.33(6) 1 d PD B 2
F26A F 1.3605(19) 0.377(2) -0.020(2) 0.045(3) Uani 0.33(6) 1 d PD B 2
C29 C 0.85905(19) -0.07574(18) -0.33124(14) 0.0253(3) Uani 1 1 d . . .
F27 F 0.73871(12) -0.07254(12) -0.40817(8) 0.0336(2) Uani 1 1 d . . .
F28 F 0.81654(13) -0.21162(11) -0.33220(9) 0.0342(2) Uani 1 1 d . . .
F29 F 0.97719(12) -0.07115(12) -0.38127(9) 0.0363(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'
B B 0.0013 0.0007 '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 0.0060 '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
_geom_angle_publ_flag
O1 B1 C21 112.65(13) . . ?
O1 B1 C11 121.62(14) . . ?
C21 B1 C11 125.73(13) . . ?
B1 O1 H1 115.4(17) . . ?
C16 C11 C12 115.19(13) . . ?
C16 C11 B1 123.58(13) . . ?
C12 C11 B1 121.23(13) . . ?
C13 C12 C11 122.12(14) . . ?
C13 C12 C17 114.95(14) . . ?
C11 C12 C17 122.86(13) . . ?
C14 C13 C12 120.16(14) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C15 C14 C13 120.10(14) . . ?
C15 C14 C18 120.59(15) . . ?
C13 C14 C18 119.30(14) . . ?
C14 C15 C16 119.69(15) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C15 C16 C11 122.72(14) . . ?
C15 C16 C19 114.80(14) . . ?
C11 C16 C19 122.48(13) . . ?
F12 C17 F11 106.36(13) . . ?
F12 C17 F13 106.89(13) . . ?
F11 C17 F13 106.14(13) . . ?
F12 C17 C12 113.76(13) . . ?
F11 C17 C12 112.04(13) . . ?
F13 C17 C12 111.18(13) . . ?
F14A C18 F16A 115.9(14) . . ?
F14A C18 F15 129.0(9) . . ?
F16A C18 F15 26.6(9) . . ?
F14A C18 F14 64.3(10) . . ?
F16A C18 F14 128.2(11) . . ?
F15 C18 F14 108.99(16) . . ?
F14A C18 F16 42.4(10) . . ?
F16A C18 F16 82.0(10) . . ?
F15 C18 F16 105.70(16) . . ?
F14 C18 F16 104.99(15) . . ?
F14A C18 F15A 105.5(12) . . ?
F16A C18 F15A 98.4(12) . . ?
F15 C18 F15A 72.6(7) . . ?
F14 C18 F15A 43.5(7) . . ?
F16 C18 F15A 138.5(7) . . ?
F14A C18 C14 116.8(9) . . ?
F16A C18 C14 111.9(11) . . ?
F15 C18 C14 112.26(14) . . ?
F14 C18 C14 112.06(14) . . ?
F16 C18 C14 112.40(14) . . ?
F15A C18 C14 105.9(7) . . ?
F19 C19 F17 107.11(13) . . ?
F19 C19 F18 106.46(13) . . ?
F17 C19 F18 106.41(13) . . ?
F19 C19 C16 112.10(13) . . ?
F17 C19 C16 112.47(13) . . ?
F18 C19 C16 111.90(13) . . ?
C26 C21 C22 115.63(13) . . ?
C26 C21 B1 123.91(13) . . ?
C22 C21 B1 120.44(13) . . ?
C23 C22 C21 121.96(14) . . ?
C23 C22 C27 114.85(13) . . ?
C21 C22 C27 123.17(13) . . ?
C24 C23 C22 119.96(14) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C23 C24 C25 120.23(14) . . ?
C23 C24 C28 120.98(14) . . ?
C25 C24 C28 118.79(14) . . ?
C24 C25 C26 119.52(14) . . ?
C24 C25 H25 120.2 . . ?
C26 C25 H25 120.2 . . ?
C25 C26 C21 122.63(13) . . ?
C25 C26 C29 116.52(13) . . ?
C21 C26 C29 120.80(13) . . ?
F22 C27 F21 105.99(12) . . ?
F22 C27 F23 105.81(12) . . ?
F21 C27 F23 106.74(12) . . ?
F22 C27 C22 111.68(13) . . ?
F21 C27 C22 112.12(12) . . ?
F23 C27 C22 113.95(12) . . ?
F24A C28 F26A 112.5(18) . . ?
F24A C28 F25 94(2) . . ?
F26A C28 F25 111.2(8) . . ?
F24A C28 F26 120(2) . . ?
F26A C28 F26 8.8(12) . . ?
F25 C28 F26 105.5(5) . . ?
F24A C28 F24 17(3) . . ?
F26A C28 F24 96.7(10) . . ?
F25 C28 F24 107.4(6) . . ?
F26 C28 F24 105.0(5) . . ?
F24A C28 F25A 104.2(16) . . ?
F26A C28 F25A 108.1(10) . . ?
F25 C28 F25A 9.9(17) . . ?
F26 C28 F25A 101.3(9) . . ?
F24 C28 F25A 117.2(15) . . ?
F24A C28 C24 110.3(10) . . ?
F26A C28 C24 113.4(8) . . ?
F25 C28 C24 113.5(5) . . ?
F26 C28 C24 111.5(4) . . ?
F24 C28 C24 113.4(4) . . ?
F25A C28 C24 107.8(11) . . ?
F28 C29 F29 106.80(13) . . ?
F28 C29 F27 106.30(13) . . ?
F29 C29 F27 106.01(13) . . ?
F28 C29 C26 111.71(13) . . ?
F29 C29 C26 112.34(13) . . ?
F27 C29 C26 113.21(13) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
B1 O1 1.340(2) . ?
B1 C21 1.608(2) . ?
B1 C11 1.618(2) . ?
O1 H1 0.78(2) . ?
C11 C16 1.414(2) . ?
C11 C12 1.423(2) . ?
C12 C13 1.394(2) . ?
C12 C17 1.518(2) . ?
C13 C14 1.384(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.381(2) . ?
C14 C18 1.509(2) . ?
C15 C16 1.397(2) . ?
C15 H15 0.9300 . ?
C16 C19 1.517(2) . ?
C17 F12 1.340(2) . ?
C17 F11 1.3422(18) . ?
C17 F13 1.3542(19) . ?
C18 F14A 1.145(16) . ?
C18 F16A 1.23(2) . ?
C18 F15 1.321(2) . ?
C18 F14 1.327(2) . ?
C18 F16 1.350(2) . ?
C18 F15A 1.483(16) . ?
C19 F19 1.3394(18) . ?
C19 F17 1.342(2) . ?
C19 F18 1.3443(18) . ?
C21 C26 1.412(2) . ?
C21 C22 1.418(2) . ?
C22 C23 1.395(2) . ?
C22 C27 1.526(2) . ?
C23 C24 1.384(2) . ?
C23 H23 0.9300 . ?
C24 C25 1.385(2) . ?
C24 C28 1.507(2) . ?
C25 C26 1.393(2) . ?
C25 H25 0.9300 . ?
C26 C29 1.514(2) . ?
C27 F22 1.3398(17) . ?
C27 F21 1.3425(18) . ?
C27 F23 1.3434(18) . ?
C28 F24A 1.296(18) . ?
C28 F26A 1.312(15) . ?
C28 F25 1.323(7) . ?
C28 F26 1.340(6) . ?
C28 F24 1.348(7) . ?
C28 F25A 1.358(16) . ?
C29 F28 1.341(2) . ?
C29 F29 1.3416(18) . ?
C29 F27 1.3476(19) . ?
