Synthesis of Thermally Stable Acylamino-Substituted Bicyclic Dioxetanes and Their Base-Induced Chemiluminescent Decomposition
Nobuko Watanabe; Yusuke Sano; Haruna Suzuki; Masatoshi Tanimura; Hisako K. Ijuin; Masakatsu Matsumoto; Journal of Organic Chemistry 75 (2010) 5920–5926; doi:10.1021/jo101114b

data_4025635
_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
;
 Synthesis of Thermally Stable Acylamino-Substituted Bicyclic Dioxetanes
 and Their Base-Induced Chemiluminescent Decomposition
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5920
_journal_page_last               5926
_journal_paper_doi               10.1021/jo101114b
_journal_volume                  75
_journal_year                    2010
_chemical_formula_moiety         'C28 H34 N2 O5 S,0.5(C6H6) '
_chemical_formula_sum            'C31 H37 N2 O5 S'
_chemical_formula_weight         549.70
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_date             2010-03-04
_audit_creation_method           'by CrystalStructure 3.6.0'
_cell_angle_alpha                112.20(4)
_cell_angle_beta                 93.93(3)
_cell_angle_gamma                91.20(1)
_cell_formula_units_Z            2
_cell_length_a                   10.961(6)
_cell_length_b                   11.645(11)
_cell_length_c                   12.217(13)
_cell_measurement_reflns_used    6211
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_cell_volume                     1439(2)
_computing_cell_refinement       CrystalClear
_computing_data_collection       CrystalClear
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.6.0'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SHELXS97
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.9563
_diffrn_measured_fraction_theta_max 0.9563
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.036
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            15595
_diffrn_reflns_theta_full        27.52
_diffrn_reflns_theta_max         27.52
_exptl_absorpt_coefficient_mu    0.155
_exptl_absorpt_correction_T_max  0.970
_exptl_absorpt_correction_T_min  0.875
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             586.00
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.35
_refine_diff_density_min         -0.26
_refine_ls_extinction_coef       63.5(57)
_refine_ls_extinction_method
'Larson (1970) Crystallographic Computing eq. 22'
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     416
_refine_ls_number_reflns         6330
_refine_ls_R_factor_gt           0.0660
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[0.0039Fo^2^ + 1.0000\s(Fo^2^)]/(4Fo^2^)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.2130
_reflns_number_gt                4597
_reflns_number_total             6330
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            jo101114b_si_001.cif
_cod_data_source_block           '__4'
_cod_original_cell_volume        1438.5(22)
_cod_original_formula_sum        'C31 H37 N2 O5 S '
_cod_database_code               4025635