Intramolecular Charge-Transfer-Induced Decomposition Promoted by an Aprotic Polar Solvent for Bicyclic Dioxetanes Bearing a 4-(Benzothiazol-2-yl)-3-hydroxyphenyl Moiety
Masatoshi Tanimura; Nobuko Watanabe; Hisako K. Ijuin; Masakatsu Matsumoto; Journal of Organic Chemistry 76 (2011) 902–908; doi:10.1021/jo1021822

data_4026014
_publ_contact_author_address
;
  Department of Chemistry
  Kanagawa University
  Tsuchiya, Hiratsuka, Kanagawa 259-1293 Japan
;
_publ_contact_author_email       matsumo-chem@kanagawa-u.ac.jp
_publ_contact_author_fax         81(463)589684
_publ_contact_author_name        'Professor Masakatsu Matsumoto'
_publ_contact_author_phone       81(463)594111
_publ_section_title
;
 Intramolecular Charge-Transfer-Induced Decomposition Promoted by an
 Aprotic Polar Solvent for Bicyclic Dioxetanes Bearing a
 4-(Benzothiazol-2-yl)-3-hydroxyphenyl Moiety
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              902
_journal_page_last               908
_journal_paper_doi               10.1021/jo1021822
_journal_volume                  76
_journal_year                    2011
_chemical_formula_moiety         'C23 H25 N O3 S '
_chemical_formula_sum            'C23 H25 N O3 S'
_chemical_formula_weight         395.52
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_audit_creation_date             2010-12-03
_audit_creation_method           'by CrystalStructure 3.8'
_cell_angle_alpha                90.0000
_cell_angle_beta                 99.340(14)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            8
_cell_length_a                   45.766(20)
_cell_length_b                   6.164(3)
_cell_length_c                   14.240(6)
_cell_measurement_reflns_used    7078
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.2
_cell_volume                     3964(3)
_computing_cell_refinement       DTREK
_computing_data_collection       DTREK
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      150.1
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.959
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.037
_diffrn_reflns_limit_h_max       58
_diffrn_reflns_limit_h_min       -58
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            16937
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    0.187
_exptl_absorpt_correction_T_max  0.969
_exptl_absorpt_correction_T_min  0.736
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_description       platelet
_exptl_crystal_F_000             1680.00
_exptl_crystal_size_max          0.53
_exptl_crystal_size_mid          0.41
_exptl_crystal_size_min          0.17
_refine_diff_density_max         1.17
_refine_diff_density_min         -0.47
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     278
_refine_ls_number_reflns         4344
_refine_ls_R_factor_gt           0.0737
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[0.0010Fo^2^ + 3.0000\s(Fo^2^) + 0.5000]/(4Fo^2^)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1892
_reflns_number_gt                3151
_reflns_number_total             4344
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            jo1021822_si_002.cif
_cod_data_source_block           '__epoxide-A'
_cod_original_formula_sum        'C23 H25 N O3 S '
_cod_database_code               4026014