Synthesis of Fused Pyran Derivatives via Visible-Light-Induced Cascade Cyclization of 1,7-Enynes with Acyl Chlorides.
Li, Chen-Guang; Xu, Guo-Qiang; Xu, Peng-Fei; Organic letters 19 (2017) 512–515; doi:10.1021/acs.orglett.6b03684

data_1545207
_publ_section_title
;
 Synthesis of Fused Pyran Derivatives via Visible-Light-Induced Cascade
 Cyclization of 1,7-Enynes with Acyl Chlorides.
;
_journal_issue                   3
_journal_name_full               'Organic letters'
_journal_page_first              512
_journal_page_last               515
_journal_paper_doi               10.1021/acs.orglett.6b03684
_journal_volume                  19
_journal_year                    2017
_chemical_formula_moiety         'C26 H21 N O2'
_chemical_formula_sum            'C26 H21 N O2'
_chemical_formula_weight         379.44
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
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Olex2 1.2
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_cell_measurement_reflns_used    1160
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_cell_volume                     2084.5(2)
_computing_cell_refinement
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
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_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
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_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
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_diffrn_ambient_temperature      293(2)
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_diffrn_measured_fraction_theta_full 0.997
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_diffrn_measurement_details
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  1 omega   -9.00   18.00   1.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.5055  -99.0000 -180.0000 18

  2 omega  -20.00   64.00   1.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       22.7867  -99.0000   60.0000 56

  3 omega   34.00   85.00   1.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       22.7867   57.0000  120.0000 34

  4 omega    5.00   93.50   1.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       22.7867   57.0000 -180.0000 59
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_diffrn_orient_matrix_UB_22      -0.0880838000
_diffrn_orient_matrix_UB_23      -0.0020033000
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_diffrn_orient_matrix_UB_32      -0.0076204000
_diffrn_orient_matrix_UB_33      0.0121887000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_av_unetI/netI     0.0697
_diffrn_reflns_Laue_measured_fraction_full 0.997
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_diffrn_reflns_limit_h_max       16
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_diffrn_reflns_limit_k_min       -9
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_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            8349
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_diffrn_reflns_theta_full        25.500
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_diffrn_reflns_theta_min         3.288
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88670
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_exptl_absorpt_process_details
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
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_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
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_exptl_crystal_density_diffrn    1.209
_exptl_crystal_description       block
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.15
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_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
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_refine_ls_structure_factor_coef Fsqd
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'w=1/[\s^2^(Fo^2^)+(0.0540P)^2^+0.3493P] where P=(Fo^2^+2Fc^2^)/3'
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_reflns_number_total             4097
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_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
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1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C12(H12), C14(H14), C15(H15), C16(H16),
 C17(H17), C18(H18), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24)
2.b Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C26(H26A,H26B,H26C)
;
_shelx_res_checksum              8279
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_olex2_submission_special_instructions 'No special instructions were received'