Transformable Sulfoximine Assisted One-Pot Double Annulation of Vinylic C-H Bonds with Unactivated Alkynes.
Shankar, Majji; Guntreddi, Tirumaleswararao; Ramesh, E.; Sahoo, Akhila K.; Organic letters 19 (2017) 5665–5668; doi:10.1021/acs.orglett.7b02824

data_1547615
_publ_section_title
;
 Transformable Sulfoximine Assisted One-Pot Double Annulation of Vinylic
 C-H Bonds with Unactivated Alkynes.
;
_journal_issue                   20
_journal_name_full               'Organic letters'
_journal_page_first              5665
_journal_page_last               5668
_journal_paper_doi               10.1021/acs.orglett.7b02824
_journal_volume                  19
_journal_year                    2017
_chemical_formula_sum            'C33 H20 Cl7 N O'
_chemical_formula_weight         694.65
_space_group_IT_number           14
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_symmetry_space_group_name_Hall  '-P 2ybc'
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_atom_sites_solution_secondary   difmap
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_cell_angle_beta                 102.559(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.1851(16)
_cell_length_b                   15.4614(18)
_cell_length_c                   17.050(2)
_cell_measurement_reflns_used    9977
_cell_measurement_temperature    298.0
_cell_measurement_theta_max      25.40
_cell_measurement_theta_min      2.29
_cell_volume                     3135.3(7)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298.0
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_sigmaI/netI    0.0226
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            37200
_diffrn_reflns_theta_full        25.41
_diffrn_reflns_theta_max         25.41
_diffrn_reflns_theta_min         2.45
_exptl_absorpt_coefficient_mu    0.662
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.8712
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1408
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.01
_refine_diff_density_max         1.079
_refine_diff_density_min         -0.914
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
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_refine_ls_number_reflns         5735
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0820
_refine_ls_R_factor_gt           0.0701
_refine_ls_shift/su_max          0.01
_refine_ls_shift/su_mean         0.007
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1135P)^2^+4.0829P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1997
_refine_ls_wR_factor_ref         0.2130
_reflns_number_gt                4706
_reflns_number_total             5735
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol7b02824_si_003.cif
_cod_data_source_block           majii
_cod_depositor_comments
'Adding full bibliography for 1547615--1547616.cif.'
_cod_original_cell_volume        3135.4(7)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1547615