Photoswitching of the Lewis acidity of a catecholborane bearing an azo group based on the change in coordination number of boron.
Kano, Naokazu; Yoshino, Junro; Kawashima, Takayuki; Organic letters 7 (2005) 3909–3911; doi:10.1021/ol051337e

data_1506651
_publ_section_title
;
 Photoswitching of the Lewis acidity of a catecholborane bearing an azo
 group based on the change in coordination number of boron.
;
_journal_issue                   18
_journal_name_full               'Organic letters'
_journal_page_first              3909
_journal_page_last               3911
_journal_paper_doi               10.1021/ol051337e
_journal_volume                  7
_journal_year                    2005
_chemical_formula_moiety         'C18 H11 B Cl2 N2 O2'
_chemical_formula_sum            'C18 H11 B Cl2 N2 O2'
_chemical_formula_weight         369.00
_chemical_melting_point          167.4(5)
_chemical_name_common
; 
5,6-dichloro-2-[2-(phenylazo)phenyl] -1,3,2-Benzodioxaborole
;
_chemical_name_systematic
; 
5,6-dichloro-2-[2-(phenylazo)phenyl] -1,3,2-Benzodioxaborole
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.8388(19)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.809(4)
_cell_length_b                   18.028(8)
_cell_length_c                   10.368(5)
_cell_measurement_temperature    120(2)
_cell_volume                     1634.8(13)
_computing_cell_refinement       CrystalClear
_computing_data_collection       CrystalClear
_computing_data_reduction        CrystalClear
_computing_molecular_graphics    'ORTEP-III ver. 1.0.3'
_computing_publication_material  YadokariXG
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.951
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0369
_diffrn_reflns_av_sigmaI/netI    0.1183
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            11939
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.00
_exptl_absorpt_coefficient_mu    0.411
_exptl_absorpt_correction_T_max  0.9797
_exptl_absorpt_correction_T_min  0.8528
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.499
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.875
_refine_diff_density_min         -0.287
_refine_diff_density_rms         0.071
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.11(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.898
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     451
_refine_ls_number_reflns         5972
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.898
_refine_ls_R_factor_all          0.0745
_refine_ls_R_factor_gt           0.0453
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0030P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0807
_refine_ls_wR_factor_ref         0.0939
_reflns_number_gt                3713
_reflns_number_total             5972
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol051337esi20050608_103301.cif
_cod_data_source_block           cl2cat
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '166.9-168.0' was changed to
'167.4(5)' - the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               1506651