Synthesis of 2-azaindolizines by using an iodine-mediated oxidative desulfurization promoted cyclization of N-2-pyridylmethyl thioamides and an investigation of their photophysical properties.
Shibahara, Fumitoshi; Kitagawa, Asumi; Yamaguchi, Eiji; Murai, Toshiaki; Organic letters 8 (2006) 5621–5624; doi:10.1021/ol0623623

data_1506295
_publ_section_title
;
 Synthesis of 2-azaindolizines by using an iodine-mediated oxidative
 desulfurization promoted cyclization of N-2-pyridylmethyl thioamides and
 an investigation of their photophysical properties.
;
_journal_issue                   24
_journal_name_full               'Organic letters'
_journal_page_first              5621
_journal_page_last               5624
_journal_paper_doi               10.1021/ol0623623
_journal_volume                  8
_journal_year                    2006
_chemical_formula_moiety         'C12 H9 N3 '
_chemical_formula_sum            'C12 H9 N3'
_chemical_formula_weight         195.22
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.1126(6)
_cell_length_b                   13.096(2)
_cell_length_c                   14.347(2)
_cell_measurement_reflns_used    2109
_cell_measurement_temperature    296.2
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.4
_cell_volume                     960.6(2)
_computing_cell_refinement       CRYSTALCLEAR
_computing_data_collection       CRYSTALCLEAR
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_computing_publication_material  'teXsan Ver. 2.0'
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_diffrn_measurement_device_type  'Rigaku/MSC Mercury CCD'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
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_diffrn_reflns_av_R_equivalents  0.055
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_diffrn_reflns_theta_max         27.47
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_exptl_crystal_colour            Orange
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_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             408.00
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_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
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_refine_diff_density_min         -0.22
_refine_ls_abs_structure_details
'Flack, H. D. (1983), Acta Cryst. A39, 876-881.  6572 Friedel Pairs'
_refine_ls_abs_structure_Flack   4.6(2)
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    noref
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_refine_ls_R_factor_gt           0.0710
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_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^) + (0.05000(Max(Fo^2^,0) + 2Fc^2^)/3)^2^]'
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_refine_ls_wR_factor_ref         0.1425
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_reflns_threshold_expression     F^2^>2.0\s(F^2^)
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_cod_data_source_block           '_AK75p'
_cod_original_sg_symbol_H-M      'P 21 21 21   '
_cod_original_formula_sum        'C12 H9 N3 '
_cod_database_code               1506295