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_4512182
_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 H5 B F2 O2'
_chemical_formula_sum            'C6 H5 B F2 O2'
_chemical_formula_weight         157.91
_chemical_name_common            'diorthofluorophenylboronic acid'
_chemical_name_systematic        '2,6-difluorophenylboronic acid'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
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_atom_sites_solution_secondary   difmap
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Olex2 1.2-beta
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
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_cell_angle_beta                 91.897(3)
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_cell_length_a                   5.02719(16)
_cell_length_b                   5.39423(15)
_cell_length_c                   23.2334(7)
_cell_measurement_reflns_used    3375
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      67.1280
_cell_measurement_theta_min      3.8041
_cell_volume                     629.69(3)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.41 (release 13-09-2010 CrysAlis171 .NET)
(compiled Sep 13 2010,14:28:38)
;
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.41 (release 13-09-2010 CrysAlis171 .NET)
(compiled Sep 13 2010,14:28:38)
;
_computing_data_reduction
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CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.41 (release 13-09-2010 CrysAlis171 .NET)
(compiled Sep 13 2010,14:28:38)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
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_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 10.3347
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
  1 omega  -76.00  -31.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.0113  125.0000   60.0000 45

  2 omega  -91.00  -59.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.0113  125.0000  -60.0000 32

  3 omega   15.00  117.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       41.0113   37.0000  -90.0000 102

  4 omega   24.00  117.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       41.0113   37.0000    0.0000 93

  5 omega -119.00  -63.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000  125.0000 -120.0000 56

  6 omega   15.00  107.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -77.0000  -60.0000 92

  7 omega   31.00   70.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -45.0000  -60.0000 39

  8 omega   58.00  101.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -88.0000  178.0000 43

  9 omega   38.00   75.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -45.0000 -150.0000 37

 10 omega   68.00  132.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   45.0000  -30.0000 64

 11 omega   31.00   58.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -45.0000 -180.0000 27

 12 omega   60.00  145.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   77.0000  150.0000 85

 13 omega   25.00   74.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -45.0000  -30.0000 49

 14 omega  134.00  164.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   77.0000  -90.0000 30

 15 omega   36.00   63.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -45.0000   60.0000 27

 16 omega  107.00  164.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  125.0000  -30.0000 57

 17 omega  137.00  162.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  125.0000    0.0000 25

 18 omega  146.00  177.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   15.0000  -90.0000 31

 19 omega   74.00  101.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  125.0000    0.0000 27

 20 omega   97.00  124.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   45.0000  120.0000 27

 21 omega   56.00   83.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000 -102.0000  116.0000 27

 22 omega   36.00   64.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -77.0000 -180.0000 28

 23 omega   61.00   88.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   15.0000  -90.0000 27

 24 omega   21.00   77.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -45.0000   30.0000 56

 25 omega   10.00   38.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000    0.0000 -150.0000 28

 26 omega   97.00  137.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  125.0000  -90.0000 40

 27 omega   86.00  111.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  125.0000  150.0000 25

 28 omega  108.00  168.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   45.0000   30.0000 60

 29 omega   88.00  117.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -90.0000   65.0000 29

 30 omega   22.00   47.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -90.0000   65.0000 25
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.1120798000
_diffrn_orient_matrix_UB_12      -0.0320441000
_diffrn_orient_matrix_UB_13      -0.0621320000
_diffrn_orient_matrix_UB_21      -0.0704261000
_diffrn_orient_matrix_UB_22      -0.2716925000
_diffrn_orient_matrix_UB_23      0.0131694000
_diffrn_orient_matrix_UB_31      -0.2763878000
_diffrn_orient_matrix_UB_32      0.0820234000
_diffrn_orient_matrix_UB_33      0.0193001000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_av_unetI/netI     0.0643
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            5497
_diffrn_reflns_theta_full        67.24
_diffrn_reflns_theta_max         67.24
_diffrn_reflns_theta_min         3.81
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.390
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82954
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.41 (release 13-09-2010 CrysAlis171 .NET)
(compiled Sep 13 2010,14:28:38)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.666
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             320
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.247
_refine_diff_density_min         -0.207
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     108
_refine_ls_number_reflns         1124
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0361
_refine_ls_R_factor_gt           0.0324
_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^)+(0.0451P)^2^+0.3223P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0845
_refine_ls_wR_factor_ref         0.0875
_reflns_number_gt                1015
_reflns_number_total             1124
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg501132d_si_001.cif
_cod_data_source_block           26Fpba
_cod_depositor_comments
'Adding full bibliography for 4512180--4512187.cif.'
_cod_database_code               4512182