Hydrogen-Bonded Dimeric Synthon of Fluoro-Substituted Phenylboronic Acids versus Supramolecular Organization in Crystals
Madura, Izabela D.; Czerwińska, Karolina; Sołdańska, Dominika; Crystal Growth & Design 14 (2014) 5912–; doi:10.1021/cg501132d

data_4512183
_publ_section_title
;
 Hydrogen-Bonded Dimeric Synthon of Fluoro-Substituted Phenylboronic Acids
 versus Supramolecular Organization in Crystals
;
_journal_issue                   11
_journal_name_full               'Crystal Growth &amp; Design'
_journal_page_first              5912
_journal_paper_doi               10.1021/cg501132d
_journal_volume                  14
_journal_year                    2014
_chemical_formula_moiety         'C6 H4 B F3 O2'
_chemical_formula_sum            'C6 H4 B F3 O2'
_chemical_formula_weight         175.90
_chemical_name_common            'o,m,p-trifluorophenylboronic acid'
_chemical_name_systematic        '2,3,4-trifluorophenylboronic acid'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
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Olex2 1.2-beta
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
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_cell_formula_units_Z            2
_cell_length_a                   4.3762(3)
_cell_length_b                   5.0241(3)
_cell_length_c                   15.6401(11)
_cell_measurement_reflns_used    2669
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      66.8485
_cell_measurement_theta_min      5.7070
_cell_volume                     340.20(4)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_data_collection
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CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_data_reduction
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CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
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_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean 10.3347
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
  1 omega   -1.00   31.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.9488   77.0000 -180.0000 32

  2 omega  -56.00   -3.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.9488   77.0000 -180.0000 53

  3 omega   -3.00   70.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       40.9488 -125.0000   30.0000 73

  4 omega   33.00   58.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       40.9488   37.0000   90.0000 25

  5 omega   69.00  117.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       40.9488   37.0000   90.0000 48

  6 omega  110.00  171.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   77.0000  -30.0000 61

  7 omega   20.00   69.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -45.0000   90.0000 49

  8 omega  128.00  155.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   45.0000    0.0000 27

  9 omega   74.00  125.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   45.0000   60.0000 51

 10 omega   63.00  164.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   77.0000  -60.0000 101

 11 omega  138.00  165.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  125.0000    0.0000 27

 12 omega   64.00   91.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   77.0000  -30.0000 27

 13 omega   36.00   73.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -45.0000 -150.0000 37

 14 omega   63.00  118.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -88.0000 -100.0000 55

 15 omega   43.00   70.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -77.0000   60.0000 27

 16 omega   79.00  120.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -77.0000  -60.0000 41

 17 omega   15.00   42.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -77.0000  -60.0000 27

 18 omega   93.00  127.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -77.0000   60.0000 34

 19 omega  120.00  147.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   45.0000   90.0000 27

 20 omega   82.00  137.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  125.0000 -150.0000 55

 21 omega   66.00  112.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   45.0000   30.0000 46

 22 omega   61.00  125.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   77.0000 -150.0000 64

 23 omega   44.00  127.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -90.0000    9.0000 83

 24 omega   79.00  106.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   15.0000 -150.0000 27

 25 omega   83.00  131.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -92.0000  140.0000 48

 26 omega    7.00  120.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       40.9488   77.0000 -180.0000 113

 27 omega    7.00  120.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       40.9488   77.0000   60.0000 113

 28 omega   -3.00   96.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       40.9488 -125.0000  120.0000 99

 29 omega    7.00  120.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       40.9488   77.0000  -60.0000 113

 30 omega   60.00  166.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   77.0000  120.0000 106
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0802814000
_diffrn_orient_matrix_UB_12      0.1962837000
_diffrn_orient_matrix_UB_13      -0.0660046000
_diffrn_orient_matrix_UB_21      -0.1727285000
_diffrn_orient_matrix_UB_22      -0.2312030000
_diffrn_orient_matrix_UB_23      -0.0603204000
_diffrn_orient_matrix_UB_31      -0.2978566000
_diffrn_orient_matrix_UB_32      0.0598392000
_diffrn_orient_matrix_UB_33      0.0435133000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0162
_diffrn_reflns_av_unetI/netI     0.0120
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            3270
_diffrn_reflns_theta_full        66.96
_diffrn_reflns_theta_max         66.96
_diffrn_reflns_theta_min         5.71
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.579
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75627
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.717
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             176
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.260
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     117
_refine_ls_number_reflns         1200
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.108
_refine_ls_R_factor_all          0.0340
_refine_ls_R_factor_gt           0.0309
_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/[\s^2^(Fo^2^)+(0.0511P)^2^+0.1068P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0856
_refine_ls_wR_factor_ref         0.0878
_reflns_number_gt                1091
_reflns_number_total             1200
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg501132d_si_001.cif
_cod_data_source_block           234Fpba
_cod_depositor_comments
'Adding full bibliography for 4512180--4512187.cif.'
_cod_database_code               4512183