Fast Diazaborine Formation of Semicarbazide Enables Facile Labeling of Bacterial Pathogens.
Bandyopadhyay, Anupam; Cambray, Samantha; Gao, Jianmin; Journal of the American Chemical Society 139 (2017) 871–878; doi:10.1021/jacs.6b11115

data_4125397
_publ_section_title
;
 Fast Diazaborine Formation of Semicarbazide Enables Facile Labeling of
 Bacterial Pathogens.
;
_journal_issue                   2
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              871
_journal_page_last               878
_journal_paper_doi               10.1021/jacs.6b11115
_journal_volume                  139
_journal_year                    2017
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C21 H31 B N4 O6, 0.375(C H4 O)'
_chemical_formula_sum            'C21.38 H32.5 B N4 O6.38'
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_space_group_crystal_system      triclinic
_space_group_IT_number           1
_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                100.992(4)
_cell_angle_beta                 97.611(4)
_cell_angle_gamma                91.693(3)
_cell_formula_units_Z            4
_cell_length_a                   11.1773(5)
_cell_length_b                   12.6727(6)
_cell_length_c                   18.2164(11)
_cell_measurement_reflns_used    4482
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_cell_measurement_theta_min      2.50
_cell_volume                     2506.7(2)
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker Kappa DUO CCD diffractometer'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  mirrors
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0836
_diffrn_reflns_av_unetI/netI     0.1332
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
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_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            8844
_diffrn_reflns_point_group_measured_fraction_full 0.493
_diffrn_reflns_point_group_measured_fraction_max 0.493
_diffrn_reflns_theta_full        67.150
_diffrn_reflns_theta_max         67.150
_diffrn_reflns_theta_min         2.496
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'Incoatec I\uS'
_exptl_absorpt_coefficient_mu    0.736
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.5078
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Sheldrick, G.M. (2013). SADABS. Bruker AXS Inc. Madison, WI USA.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_density_meas      ?
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_exptl_crystal_description       needle
_exptl_crystal_F_000             979
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.449
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.069
_refine_ls_abs_structure_details
;
No quotients, so Flack parameter determined by classical intensity fit
;
_refine_ls_abs_structure_Flack   0.1(4)
_refine_ls_extinction_method     none
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_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1417P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2294
_refine_ls_wR_factor_ref         0.2604
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    0.000
_reflns_Friedel_fraction_max     0.000
_reflns_number_gt                5290
_reflns_number_total             8844
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja6b11115_si_003.cif
_cod_data_source_block           C21H31BN4O6
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 4125397.cif.
;
_cod_original_formula_sum        'C21.38 H32.50 B N4 O6.38'
_cod_database_code               4125397
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.809
_shelx_estimated_absorpt_t_max   0.978
_shelx_res_checksum              97313
_shelx_hkl_checksum              75613