Densely Functionalized Chiral Pyrroles from Endocyclic, Exocyclic, and Acyclic Vinyl Sulfone-Modified Carbohydrates
Rahul Bhattacharya; Ananta Kumar Atta; Debanjana Dey; Tanmaya Pathak; Journal of Organic Chemistry 74 (2009) 669–674; doi:10.1021/jo801948m

data_4024256
_publ_contact_author_address
'Dept.of Chemistry, Indian Inst.of Technology, Kharagpur 721302, India.'
_publ_contact_author_email       ' tpathak@chem.iitkgp.ernet.in'
_publ_contact_author_name        'Tanmaya Pathak'
_publ_section_title
;
Densely Functionalized Chiral Pyrroles from Endocyclic, Exocyclic, and
Acyclic Vinyl Sulfone-Modified Carbohydrates
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              669
_journal_page_last               674
_journal_paper_doi               10.1021/jo801948m
_journal_volume                  74
_journal_year                    2009
_chemical_formula_sum            'C19 H21 N O6'
_chemical_formula_weight         359.37
_space_group_IT_number           4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 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                 113.9050(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   14.2915(6)
_cell_length_b                   4.2258(2)
_cell_length_c                   16.0431(6)
_cell_measurement_temperature    293(2)
_cell_volume                     885.78(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.883
_diffrn_measured_fraction_theta_max 0.883
_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  0.0221
_diffrn_reflns_av_sigmaI/netI    0.0246
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            13354
_diffrn_reflns_theta_full        31.77
_diffrn_reflns_theta_max         31.77
_diffrn_reflns_theta_min         1.56
_exptl_absorpt_coefficient_mu    0.101
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             380
_refine_diff_density_max         0.234
_refine_diff_density_min         -0.294
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.9(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         4951
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0493
_refine_ls_R_factor_gt           0.0408
_refine_ls_shift/su_max          0.022
_refine_ls_shift/su_mean         0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0731P)^2^+0.0375P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1065
_refine_ls_wR_factor_ref         0.1143
_reflns_number_gt                4291
_reflns_number_total             4951
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo801948m_si_002.cif
_cod_data_source_block           compound_9
_cod_database_code               4024256