Intercalation of Benzoxaborolate Anions in Layered Double Hydroxides: Toward Hybrid Formulations for Benzoxaborole Drugs
Sene, Saad; Bégu, Sylvie; Gervais, Christel; Renaudin, Guillaume; Mesbah, Adel; Smith, Mark E.; Mutin, P. Hubert; van der Lee, Arie; Nedelec, Jean-Marie; Bonhomme, Christian; Laurencin, Danielle; Chemistry of Materials 27 (2015) 1242–; doi:10.1021/cm504181w

data_4002171
_publ_section_title
;
 Intercalation of Benzoxaborolate Anions in Layered Double Hydroxides:
 Toward Hybrid Formulations for Benzoxaborole Drugs
;
_journal_issue                   4
_journal_name_full               'Chemistry of Materials'
_journal_page_first              1242
_journal_paper_doi               10.1021/cm504181w
_journal_volume                  27
_journal_year                    2015
_chemical_formula_moiety         'H12 Mg O6, 2(C7 H8 B O3), 4(H2 O)'
_chemical_formula_sum            'C14 H36 B2 Mg O16'
_chemical_formula_weight         506.36
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     iterative
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.2365(3)
_cell_length_b                   12.1468(5)
_cell_length_c                   24.7923(11)
_cell_measurement_reflns_used    6413
_cell_measurement_temperature    175
_cell_measurement_theta_max      29.0129
_cell_measurement_theta_min      2.9753
_cell_volume                     2480.40(18)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      175
_diffrn_detector_area_resol_mean 8.4205
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.900
_diffrn_measurement_details
;
  1 omega   75.00  109.00   1.0000   77.2300
omega____ theta____ kappa____ phi______ frames
    -       19.4101  142.0000  122.0000 34

  2 omega  -12.00   81.00   1.0000   77.2300
omega____ theta____ kappa____ phi______ frames
    -       19.4101   38.0000 -112.0000 93

  3 omega   50.00  116.00   1.0000   77.2300
omega____ theta____ kappa____ phi______ frames
    -       19.4101   77.0000   90.0000 66

  4 omega  -19.00   12.00   1.0000   77.2300
omega____ theta____ kappa____ phi______ frames
    -       19.4101   77.0000   30.0000 31

  5 omega  -59.00   67.00   1.0000   77.2300
omega____ theta____ kappa____ phi______ frames
    -      -22.5351   38.0000 -180.0000 126

;
_diffrn_measurement_device       Serial
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0751905000
_diffrn_orient_matrix_UB_12      0.0281058000
_diffrn_orient_matrix_UB_13      0.0022303000
_diffrn_orient_matrix_UB_21      -0.0038245000
_diffrn_orient_matrix_UB_22      -0.0047823000
_diffrn_orient_matrix_UB_23      0.0284838000
_diffrn_orient_matrix_UB_31      0.0418273000
_diffrn_orient_matrix_UB_32      -0.0509620000
_diffrn_orient_matrix_UB_33      -0.0014194000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.025
_diffrn_reflns_av_sigmaI/netI    0.0667
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            15245
_diffrn_reflns_theta_full        25.006
_diffrn_reflns_theta_max         29.077
_diffrn_reflns_theta_min         3.099
_exptl_absorpt_coefficient_mu    0.142
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95667
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.356
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1080
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.47
_refine_diff_density_min         -0.29
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0070
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     205
_refine_ls_number_reflns         2991
_refine_ls_number_restraints     47
_refine_ls_R_factor_all          0.0481
_refine_ls_R_factor_gt           0.0362
_refine_ls_shift/su_max          0.0033233
_refine_ls_shift/su_mean         0.0000988
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[\s^2^(F^2^) + ( 0.04P)^2^ + 1.33P] 
 ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0874
_refine_ls_wR_factor_gt          0.0821
_refine_ls_wR_factor_ref         0.0874
_reflns_limit_h_max              11
_reflns_limit_h_min              0
_reflns_limit_k_max              16
_reflns_limit_k_min              0
_reflns_limit_l_max              33
_reflns_limit_l_min              0
_reflns_number_gt                2493
_reflns_number_total             2991
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00
_oxford_refine_ls_r_factor_ref   0.0481
_oxford_refine_ls_scale          1.668(9)
_oxford_reflns_number_all        2991
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_cod_data_source_file            cm504181w_si_002.cif
_cod_data_source_block           1
_cod_depositor_comments
'Adding full bibliography for 4002171--4002173.cif.'
_cod_original_cell_volume        2480.39(18)
_cod_original_sg_symbol_H-M      'P b c a '
_cod_database_code               4002171
_cell_oxdiff_length_a            8.2356(3)
_cell_oxdiff_length_b            12.1467(4)
_cell_oxdiff_length_c            24.7953(11)
_cell_oxdiff_angle_alpha         89.959(3)
_cell_oxdiff_angle_beta          89.986(3)
_cell_oxdiff_angle_gamma         90.000(3)
_cell_oxdiff_volume              2480.39(16)
_montpellier_reflns_maxres       0.73
_montpellier_reflns_completeness_maxres 90.14
_montpellier_reflns_redundancy_maxres 4.87
_iucr_refine_instruction_details_constraints
;
BLOCK
CONT SCALE 
CONT MG   (    1 ,X'S,U'S)  UNTIL O    (    2 ) 
CONT H    (   21 ,X'S)  UNTIL H    (   22 ) 
CONT O    (    3 ,X'S,U'S) 
CONT H    (   31 ,X'S)  UNTIL H    (   32 ) 
CONT O    (    4 ,X'S,U'S) 
CONT H    (   41 ,X'S)  UNTIL H    (   42 ) 
CONT O    (    5 ,X'S,U'S)  UNTIL C    (   14 ) 
CONT H    (  141 ,X'S)  UNTIL H    (   82 ) 
CONT O    (   15 ,X'S,U'S) 
CONT H    (  151 ,X'S)  UNTIL H    (   51 ) 
CONT O    (   16 ,X'S,U'S)
CONT H    (  161 ,X'S)  UNTIL H    (  162 ) 
CONT O    (   17 ,X'S,U'S) 
CONT H    (  171 ,X'S)  UNTIL H    (  172 ) 
END                                                                             
;
_iucr_refine_instruction_details_restraints
;
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM NO H   NO #H U MULT DIST 
REM C-H 
REM >4           1.5    .96 DISORDER 
REM 1      1     1.2    .93 C C-H (ACETYLENE) 
REM 1      2     1.2    .93 C-C(H)-C 
REM 1      3     1.2    .98 (C)3-C-H 
REM 2      1     1.2    .93 C=C-H(2) 
REM 2      2     1.2    .97 (C)2-C-(H)2 
REM 3      1     1.5    .96 C-C-(H)3 
REM N-H 
REM >4           1.5    .89 DISORDER 
REM 1      1     1.2    .86 N-N/H 
REM 1      2     1.2    .86 (C)2-N-H 
REM 1      3     1.2    .89 (C)3-N-H 
REM 2      1     1.2    .86 C-N-(H)2
REM 2      2     1.2    .89 (C)2-N-(H)2 
REM 3      1     1.2    .89 C-H-(H)3 
REM O-H 
REM 1      1     1.5    .82 O-H 
REM 
REM DIST      ESD = 0.02 
REM VIB       ESD = 0.002 
REM ANGLE     ESD = 2.0 
REM       H ON O-HETRO ATOM 
DIST 0.82, 0.02 = 
CONT O ( 2) TO H(21)
CONT O ( 2) TO H(22) 
REST 0.029, 0.002 = H(21,U[ISO]) 
REST 0.029, 0.002 = H(22,U[ISO]) 
REM       H ON O-HETRO ATOM 
DIST 0.82, 0.02 = 
CONT O ( 3) TO H(31) 
CONT O ( 3) TO H(32) 
REST 0.035, 0.002 = H(31,U[ISO]) 
REST 0.035, 0.002 = H(32,U[ISO]) 
REM       H ON O-HETRO ATOM
DIST 0.82, 0.02 = 
CONT O ( 4) TO H(41) 
CONT O ( 4) TO H(42) 
REST 0.035, 0.002 = H(41,U[ISO]) 
REST 0.035, 0.002 = H(42,U[ISO]) 
REM       H ON O-HETRO ATOM 
DIST 0.82, 0.02 = 
CONT O ( 5) TO H(51) 
REST 0.026, 0.002 = H(51,U[ISO]) 
REM            2 H ON SP 3 
DIST 0.97, 0.02 = 
CONT C ( 8) TO H(81) 
CONT C ( 8) TO H(82) 
REST 0.036, 0.002 = H(81,U[ISO]) 
REST 0.036, 0.002 = H(82,U[ISO]) 
ANGLE 0.0, 2.0 = MEAN 
CONT H(81) TO C ( 8) TO O(7) 
CONT H(81) TO C ( 8) TO C(9) 
CONT H(82) TO C ( 8) TO O(7) 
CONT H(82) TO C ( 8) TO C(9) 
ANGLE 109.54, 2.0 =
CONT H(81) TO C ( 8) TO H(82) 
REM            1 H ON SP 2 
DIST 0.93, 0.02 = 
CONT C ( 11) TO H(111) 
REST 0.034, 0.002 = H(111,U[ISO]) 
ANGLE 0.0, 2.0 = MEAN 
CONT H(111) TO C ( 11) TO C(10) 
CONT H(111) TO C ( 11) TO C(12) 
PLANAR C ( 11) C(10) C(12) H(111) 
REM            1 H ON SP 2 
DIST 0.93, 0.02 = 
CONT C ( 12) TO H(121) 
REST 0.046, 0.002 = H(121,U[ISO]) 
ANGLE 0.0, 2.0 = MEAN 
CONT H(121) TO C ( 12) TO C(11) 
CONT H(121) TO C ( 12) TO C(13) 
PLANAR C ( 12) C(11) C(13) H(121) 
REM            1 H ON SP 2 
DIST 0.93, 0.02 = 
CONT C ( 13) TO H(131) 
REST 0.052, 0.002 = H(131,U[ISO])
ANGLE 0.0, 2.0 = MEAN 
CONT H(131) TO C ( 13) TO C(12) 
CONT H(131) TO C ( 13) TO C(14) 
PLANAR C ( 13) C(12) C(14) H(131) 
REM            1 H ON SP 2 
DIST 0.93, 0.02 = 
CONT C ( 14) TO H(141) 
REST 0.048, 0.002 = H(141,U[ISO])
ANGLE 0.0, 2.0 = MEAN 
CONT H(141) TO C ( 14) TO C(9) 
CONT H(141) TO C ( 14) TO C(13) 
PLANAR C ( 14) C(9) C(13) H(141) 
REM       H ON O-HETRO ATOM 
DIST 0.82, 0.02 = 
CONT O ( 15) TO H(151) 
REST 0.026, 0.002 = H(151,U[ISO]) 
REM       H ON O-HETRO ATOM 
DIST 0.82, 0.02 = 
CONT O ( 16) TO H(161) 
CONT O ( 16) TO H(162) 
REST 0.036, 0.002 = H(161,U[ISO])
REST 0.036, 0.002 = H(162,U[ISO]) 
REM       H ON O-HETRO ATOM 
DIST 0.82, 0.02 = 
CONT O ( 17) TO H(171) 
CONT O ( 17) TO H(172) 
REST 0.041, 0.002 = H(171,U[ISO]) 
REST 0.041, 0.002 = H(172,U[ISO]) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;