Counter Ion Effect in Au/Ag-Catalyzed Chemoselective 6-endo-dig N- and O-Cyclizations of Enyne-Urea System: Diversity-Oriented Synthesis of Annulated Indoles
Sahaj Gupta; Dipankar Koley; Krishnan Ravikumar; Bijoy Kundu; Journal of Organic Chemistry 78 (2013) 8624–8633; doi:10.1021/jo4013332

data_4028548
_publ_contact_author_address
;Centre for X-ray Crystallography
CSIR-Indian Institute of Chemical Technology
Hyderabad- 500 007
India
;
_publ_contact_author_email       sshiya@yahoo.com
_publ_contact_author_name        'Ravikumar, K'
_publ_section_title
;
 Counter Ion Effect in Au/Ag-Catalyzed Chemoselective 6-endo-dig N- and
 O-Cyclizations of Enyne-Urea System: Diversity-Oriented Synthesis of
 Annulated Indoles
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8624
_journal_page_last               8633
_journal_paper_doi               10.1021/jo4013332
_journal_volume                  78
_journal_year                    2013
_chemical_formula_moiety         'C29 H26 N2 O3'
_chemical_formula_sum            'C29 H26 N2 O3'
_chemical_formula_weight         450.52
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_symmetry_space_group_name_Hall  '-P 2ybc'
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_atom_sites_solution_hydrogens   geom
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_atom_sites_solution_secondary   difmap
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_cell_angle_alpha                90.00
_cell_angle_beta                 98.522(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.0699(14)
_cell_length_b                   22.271(5)
_cell_length_c                   17.599(4)
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_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      20.11
_cell_measurement_theta_min      2.17
_cell_volume                     2352.8(9)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 1990)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_device_type  'CCD Area Detector'
_diffrn_measurement_method       '\w scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_av_sigmaI/netI    0.0574
_diffrn_reflns_limit_h_max       7
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_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
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_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.48
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
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_exptl_crystal_description       needle
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_exptl_crystal_size_min          0.06
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_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         4144
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.124
_refine_ls_R_factor_all          0.1474
_refine_ls_R_factor_gt           0.0874
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0597P)^2^+0.7653P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1542
_refine_ls_wR_factor_ref         0.1780
_reflns_number_gt                2547
_reflns_number_total             4144
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            jo4013332_si_001_2.cif
_cod_data_source_block           ao52m
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4028548