Photochemical intramolecular cyclization of o-alkynylaryl isocyanides with organic dichalcogenides leading to 2,4-bischalcogenated quinolines.
Mitamura, Takenori; Iwata, Kimiyo; Nomoto, Akihiro; Ogawa, Akiya; Organic & biomolecular chemistry 9 (2011) 3768–3775; doi:10.1039/c0ob01168a

data_7151831
_publ_section_title
;
 Photochemical intramolecular cyclization of o-alkynylaryl isocyanides
 with organic dichalcogenides leading to 2,4-bischalcogenated
 quinolines.
;
_journal_issue                   10
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              3768
_journal_page_last               3775
_journal_paper_doi               10.1039/c0ob01168a
_journal_volume                  9
_journal_year                    2011
_chemical_formula_moiety         'C27 H17 Cl2 N Se2 '
_chemical_formula_sum            'C27 H17 Cl2 N Se2'
_chemical_formula_weight         584.26
_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             2009-12-02
_audit_creation_method           'by CrystalStructure 3.8'
_cell_angle_alpha                74.4693(12)
_cell_angle_beta                 86.7204(13)
_cell_angle_gamma                73.3481(13)
_cell_formula_units_Z            2
_cell_length_a                   6.0736(3)
_cell_length_b                   11.6934(5)
_cell_length_c                   17.7490(9)
_cell_measurement_reflns_used    6469
_cell_measurement_temperature    103.1
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.4
_cell_volume                     1163.33(10)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    'DIRDIF99 (PATTY)'
_diffrn_ambient_temperature      103.1
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.033
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            11242
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    3.424
_exptl_absorpt_correction_T_max  0.504
_exptl_absorpt_correction_T_min  0.254
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Higashi, T. (1995). Program for Absorption Correction.
Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.668
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             576.00
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         3.16
_refine_diff_density_min         -1.30
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     306
_refine_ls_number_reflns         4707
_refine_ls_R_factor_gt           0.0582
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[0.0069Fo^2^ + 1.0000\s(Fo^2^)]/(4Fo^2^)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1941
_reflns_number_gt                4530
_reflns_number_total             5263
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            c0ob01168a.txt
_cod_data_source_block           '_SE'
_cod_original_formula_sum        'C27 H17 Cl2 N Se2 '
_cod_database_code               7151831