Glucose selective bis-boronic acid click-fluor.
Zhai, Wenlei; Male, Louise; Fossey, John S.; Chemical communications (Cambridge, England) 53 (2017) 2218–2221; doi:10.1039/c6cc08534b

data_7119671
_publ_section_title
;
 Glucose selective bis-boronic acid click-fluor.
;
_journal_issue                   14
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              2218
_journal_page_last               2221
_journal_paper_doi               10.1039/c6cc08534b
_journal_volume                  53
_journal_year                    2017
_chemical_formula_moiety         'C36 H42 B2 N6 O4'
_chemical_formula_sum            'C36 H42 B2 N6 O4'
_chemical_formula_weight         644.37
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2016-10-20
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_audit_update_record
;
2016-10-20 deposited with the CCDC.
2016-11-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.806(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.3223(5)
_cell_length_b                   12.4005(4)
_cell_length_c                   17.5981(5)
_cell_measurement_reflns_used    3261
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      74.0990
_cell_measurement_theta_min      4.5050
_cell_volume                     3459.03(19)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3537
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_details
;
  1 omega  -40.00  -15.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.8107   38.0000   30.0000 25

  2 omega  -81.00   -6.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.8107  125.0000 -150.0000 75

  3 omega -115.00  -21.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.8107  -38.0000   60.0000 94

  4 omega   53.00   80.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       42.8107 -125.0000   30.0000 27

  5 omega   62.00  111.00   1.0000    2.0450
omega____ theta____ kappa____ phi______ frames
    -      106.6257 -125.0000  -60.0000 49

  6 omega   61.00  109.00   1.0000    2.0450
omega____ theta____ kappa____ phi______ frames
    -      106.6257  -94.0000  -30.0000 48

  7 omega   36.00   87.00   1.0000    2.0450
omega____ theta____ kappa____ phi______ frames
    -      106.6257  -45.0000 -120.0000 51

  8 omega   51.00   96.00   1.0000    2.0450
omega____ theta____ kappa____ phi______ frames
    -      106.6257  -45.0000 -180.0000 45

  9 omega   35.00   99.00   1.0000    2.0450
omega____ theta____ kappa____ phi______ frames
    -      106.6257  -45.0000  -60.0000 64

 10 omega   90.00  178.00   1.0000    2.0450
omega____ theta____ kappa____ phi______ frames
    -      106.6257   30.0000  -30.0000 88

 11 omega   94.00  129.00   1.0000    2.0450
omega____ theta____ kappa____ phi______ frames
    -      106.6257  125.0000 -180.0000 35

 12 omega   35.00   68.00   1.0000    2.0450
omega____ theta____ kappa____ phi______ frames
    -      106.6257  -30.0000  150.0000 33
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0719376000
_diffrn_orient_matrix_UB_12      0.0743741000
_diffrn_orient_matrix_UB_13      0.0106102000
_diffrn_orient_matrix_UB_21      -0.0576877000
_diffrn_orient_matrix_UB_22      -0.0988933000
_diffrn_orient_matrix_UB_23      -0.0019763000
_diffrn_orient_matrix_UB_31      0.0304638000
_diffrn_orient_matrix_UB_32      -0.0111921000
_diffrn_orient_matrix_UB_33      0.0895329000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6813
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.324
_diffrn_reflns_theta_min         4.527
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.648
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_correction_T_min  0.966
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.237
_exptl_crystal_description       block
_exptl_crystal_F_000             1368
_exptl_crystal_size_max          0.3697
_exptl_crystal_size_mid          0.2168
_exptl_crystal_size_min          0.1119
_refine_diff_density_max         0.271
_refine_diff_density_min         -0.220
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         3428
_refine_ls_number_restraints     55
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0393
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0440P)^2^+1.9500P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0947
_refine_ls_wR_factor_ref         0.1023
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2834
_reflns_number_total             3428
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6cc08534b2.cif
_cod_data_source_block           7c
_cod_original_cell_volume        3459.04(19)
_cod_database_code               7119671
_shelxl_version_number           2014/6
_chemical_oxdiff_formula         'C36 H42 B2 N6 O4'
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C1-C2' = C4-C5' = C4-C6'
 1.52 with sigma of 0.01
 O1'-C1 = O2'-C4
 1.46 with sigma of 0.01
 O1'-B1 = O2'-B1
 1.37 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C5 \\sim C5': within 1.7A with sigma of 0.02 and sigma for terminal atoms of
0.02
C1 \\sim O1 \\sim O1' \\sim C4 \\sim O2 \\sim O2': within 1.7A with sigma of
0.02 and sigma for terminal atoms of 0.02
4. Others
 Sof(C2')=Sof(H2'A)=Sof(H2'B)=Sof(H2'C)=Sof(C3')=Sof(H3'A)=Sof(H3'B)=Sof(H3'C)=
 Sof(C5')=Sof(H5'A)=Sof(H5'B)=Sof(H5'C)=Sof(C6')=Sof(H6'A)=Sof(H6'B)=Sof(H6'C)=
 Sof(O1')=Sof(O2')=1-FVAR(1)
 Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(H2C)=Sof(C3)=Sof(H3A)=Sof(H3B)=Sof(H3C)=Sof(C5)=
 Sof(H5A)=Sof(H5B)=Sof(H5C)=Sof(C6)=Sof(H6A)=Sof(H6B)=Sof(H6C)=Sof(O1)=Sof(O2)=
 FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B)
5.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C10(H10), C11(H11), C12(H12), C14(H14), C17(H17), C18(H18)
5.c Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C5(H5A,H5B,H5C), C6(H6A,H6B,H6C), C2'(H2'A,
 H2'B,H2'C), C3'(H3'A,H3'B,H3'C), C5'(H5'A,H5'B,H5'C), C6'(H6'A,H6'B,H6'C)
;
_shelx_res_checksum              55509
_shelx_hkl_checksum              49491
_olex2_submission_special_instructions 'No special instructions were received'