“Click-fluors”: triazole-linked saccharide sensors
Zhai, Wenlei; Chapin, Brette M.; Yoshizawa, Akina; Wang, Hui-Chen; Hodge, Stephen A.; James, Tony D.; Anslyn, Eric V.; Fossey, John S.; Organic Chemistry Frontiers 3 (2016) 918–; doi:10.1039/C6QO00171H

data_1553466
_publ_section_title
;
 &#x201C;Click-fluors&#x201D;: triazole-linked saccharide sensors
;
_journal_issue                   8
_journal_name_full               'Organic Chemistry Frontiers'
_journal_page_first              918
_journal_paper_doi               10.1039/C6QO00171H
_journal_volume                  3
_journal_year                    2016
_chemical_formula_moiety         'C24 H24 B N3 O4'
_chemical_formula_sum            'C24 H24 B N3 O4'
_chemical_formula_weight         429.27
_chemical_name_systematic        13a
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2015-08-05
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2016-04-22 deposited with the CCDC.
2016-06-06 downloaded from the CCDC.
;
_cell_angle_alpha                81.994(5)
_cell_angle_beta                 84.409(5)
_cell_angle_gamma                68.790(6)
_cell_formula_units_Z            2
_cell_length_a                   7.1065(4)
_cell_length_b                   9.0913(6)
_cell_length_c                   17.6850(11)
_cell_measurement_reflns_used    3063
_cell_measurement_temperature    99.9(2)
_cell_measurement_theta_max      73.9350
_cell_measurement_theta_min      5.2120
_cell_volume                     1053.43(12)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.9(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3537
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
  1 omega  -14.00   13.00   1.0000    1.1400
omega____ theta____ kappa____ phi______ frames
    -       42.6857  -57.0000 -120.0000 27

  2 omega   29.00   65.00   1.0000    1.1400
omega____ theta____ kappa____ phi______ frames
    -       42.6857  -38.0000  -30.0000 36

  3 omega   32.00   83.00   1.0000    4.5600
omega____ theta____ kappa____ phi______ frames
    -      106.6257  -30.0000 -150.0000 51

  4 omega  100.00  178.00   1.0000    4.5600
omega____ theta____ kappa____ phi______ frames
    -      106.6257   30.0000 -180.0000 78

  5 omega  142.00  170.00   1.0000    4.5600
omega____ theta____ kappa____ phi______ frames
    -      106.6257  125.0000 -120.0000 28

  6 omega  138.00  171.00   1.0000    4.5600
omega____ theta____ kappa____ phi______ frames
    -      106.6257  125.0000    0.0000 33

  7 omega  119.00  170.00   1.0000    4.5600
omega____ theta____ kappa____ phi______ frames
    -      106.6257   45.0000   90.0000 51

  8 omega  142.00  178.00   1.0000    4.5600
omega____ theta____ kappa____ phi______ frames
    -      106.6257  125.0000  150.0000 36

  9 omega   98.00  124.00   1.0000    4.5600
omega____ theta____ kappa____ phi______ frames
    -      106.6257  125.0000    0.0000 26

 10 omega   36.00   87.00   1.0000    4.5600
omega____ theta____ kappa____ phi______ frames
    -      106.6257  -30.0000   60.0000 51

 11 omega   55.00   91.00   1.0000    4.5600
omega____ theta____ kappa____ phi______ frames
    -      106.6257  -30.0000  150.0000 36

 12 omega   62.00  107.00   1.0000    4.5600
omega____ theta____ kappa____ phi______ frames
    -      106.6257  -94.0000   60.0000 45

 13 omega   47.00  108.00   1.0000    4.5600
omega____ theta____ kappa____ phi______ frames
    -      106.6257  -94.0000  -60.0000 61

 14 omega   88.00  115.00   1.0000    4.5600
omega____ theta____ kappa____ phi______ frames
    -      106.6257 -125.0000 -120.0000 27

 15 omega   45.00   86.00   1.0000    4.5600
omega____ theta____ kappa____ phi______ frames
    -      106.6257  -94.0000 -180.0000 41

 16 omega   32.00   62.00   1.0000    4.5600
omega____ theta____ kappa____ phi______ frames
    -      106.6257  -30.0000  -90.0000 30

 17 omega   42.00   92.00   1.0000    4.5600
omega____ theta____ kappa____ phi______ frames
    -      106.6257  -45.0000  -60.0000 50

 18 omega   32.00   89.00   1.0000    4.5600
omega____ theta____ kappa____ phi______ frames
    -      106.6257  -30.0000    0.0000 57

 19 omega   36.00   66.00   1.0000    4.5600
omega____ theta____ kappa____ phi______ frames
    -      106.6257 -125.0000 -120.0000 30

 20 omega  -26.00   61.00   1.0000    1.1400
omega____ theta____ kappa____ phi______ frames
    -       42.6857  -57.0000   90.0000 87

 21 omega  -64.00   28.00   1.0000    1.1400
omega____ theta____ kappa____ phi______ frames
    -      -42.6857   77.0000  -30.0000 92

 22 omega -113.00  -24.00   1.0000    1.1400
omega____ theta____ kappa____ phi______ frames
    -      -42.6857  -57.0000 -150.0000 89
;
_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      0.0948540000
_diffrn_orient_matrix_UB_12      -0.1087267000
_diffrn_orient_matrix_UB_13      0.0716699000
_diffrn_orient_matrix_UB_21      -0.1228203000
_diffrn_orient_matrix_UB_22      0.1315601000
_diffrn_orient_matrix_UB_23      0.0502994000
_diffrn_orient_matrix_UB_31      -0.1735827000
_diffrn_orient_matrix_UB_32      -0.0658058000
_diffrn_orient_matrix_UB_33      0.0095943000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_av_unetI/netI     0.0340
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            6836
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.242
_diffrn_reflns_theta_min         5.058
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.750
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_correction_T_min  0.940
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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    1.353
_exptl_crystal_description       plate
_exptl_crystal_F_000             452
_exptl_crystal_size_max          0.2165
_exptl_crystal_size_mid          0.173
_exptl_crystal_size_min          0.0282
_refine_diff_density_max         0.431
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         3847
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0443
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0633P)^2^+0.3684P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1147
_refine_ls_wR_factor_ref         0.1232
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3184
_reflns_number_total             3847
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6qo00171h2.cif
_cod_data_source_block           13a
_cod_database_code               1553466
_shelxl_version_number           2014/6
_chemical_oxdiff_formula         'C24 H24 B N3 O4'
_reflns_odcompleteness_completeness 99.89
_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.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C17(H17), C22(H22), C21(H21), C23(H23), C20(H20), C9(H9), C14(H14), C12(H12),
 C11(H11), C10(H10)
2.c Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C6(H6A,H6B,H6C), C3(H3A,H3B,H3C), C5(H5A,H5B,H5C)
;
_shelx_res_checksum              13176
_shelx_hkl_checksum              9482
_olex2_submission_special_instructions 'No special instructions were received'