A Domino Annulation Reaction under Willgerodt-Kindler Conditions
Daniel Kadzimirsz; Daniel Kramer; Lertnarong Sripanom; Iris M. Oppel; Pawel Rodziewicz; Nikos L. Doltsinis; Gerald Dyker; Journal of Organic Chemistry 73 (2008) 4644–4649; doi:10.1021/jo8005705

data_4023483
_publ_section_title
;
 A Domino Annulation Reaction under Willgerodt-Kindler Conditions
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              4644
_journal_page_last               4649
_journal_paper_doi               10.1021/jo8005705
_journal_volume                  73
_journal_year                    2008
_chemical_formula_sum            'C18 H18 N2 O2 S2'
_chemical_formula_weight         358.46
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 98.490(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.056(2)
_cell_length_b                   3.9938(5)
_cell_length_c                   23.829(3)
_cell_measurement_reflns_used    2924
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      36.7
_cell_measurement_theta_min      2.6
_cell_volume                     1605.4(3)
_computing_cell_refinement       'CrysAlis RED 1.171.32, Oxford Diffraction'
_computing_data_collection       'CrysAlis CCD 1.171.32, Oxford Diffraction'
_computing_data_reduction        'CrysAlis RED 1.171.32, Oxford Diffraction'
_computing_molecular_graphics    SHELXL-97
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      113(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Sapphire2-CCD, Oxford Diffraction'
_diffrn_measurement_method       '373 images at 1.0 deg. in \w and 15 sec.'
_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  0.0369
_diffrn_reflns_av_sigmaI/netI    0.0515
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            8141
_diffrn_reflns_theta_full        25.25
_diffrn_reflns_theta_max         25.25
_diffrn_reflns_theta_min         3.46
_exptl_absorpt_coefficient_mu    0.345
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            pale-orange
_exptl_crystal_density_diffrn    1.483
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.316
_exptl_crystal_size_mid          0.281
_exptl_crystal_size_min          0.225
_refine_diff_density_max         0.301
_refine_diff_density_min         -0.287
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.926
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     224
_refine_ls_number_reflns         2892
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.926
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0354
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0452P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0803
_refine_ls_wR_factor_ref         0.0846
_reflns_number_gt                2084
_reflns_number_total             2892
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo8005705-File002.cif
_cod_data_source_block           p21n
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4023483