Efficient, Regioselective Access to Bicyclic Imidazo[1,2-x]- Heterocycles via Gold- and Base-Promoted Cyclization of 1-Alkynylimidazoles
Christophe Laroche; Sean M. Kerwin; Journal of Organic Chemistry 74 (2009) 9229–9232; doi:10.1021/jo902073m

data_4025090
_publ_section_title
;
Efficient, Regioselective Access to Bicyclic Imidazo[1,2-x]- Heterocycles
via Gold- and Base-Promoted Cyclization of 1-Alkynylimidazoles
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              9229
_journal_page_last               9232
_journal_paper_doi               10.1021/jo902073m
_journal_volume                  74
_journal_year                    2009
_chemical_formula_sum            'C36 H24 I2 N4 O2'
_chemical_formula_weight         798.39
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 99.716(5)
_cell_angle_gamma                90.000(5)
_cell_formula_units_Z            4
_cell_length_a                   15.752(5)
_cell_length_b                   17.354(5)
_cell_length_c                   11.609(5)
_cell_measurement_temperature    153(2)
_cell_volume                     3127.9(19)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0600
_diffrn_reflns_av_sigmaI/netI    0.0855
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            13985
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.76
_exptl_absorpt_coefficient_mu    2.050
_exptl_crystal_density_diffrn    1.695
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1560
_refine_diff_density_max         1.757
_refine_diff_density_min         -0.815
_refine_diff_density_rms         0.171
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.805
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         7174
_refine_ls_number_restraints     84
_refine_ls_restrained_S_all      1.803
_refine_ls_R_factor_all          0.1098
_refine_ls_R_factor_gt           0.0605
_refine_ls_shift/su_max          0.880
_refine_ls_shift/su_mean         0.032
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0200P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1112
_refine_ls_wR_factor_ref         0.1167
_reflns_number_gt                4708
_reflns_number_total             7174
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo902073m_si_002.cif
_cod_data_source_block           lar1115
_cod_database_code               4025090