An Experimental and Theoretical Study on the Remarkable Influence of Protecting Groups on the Selectivity of Addition of Amines to Vinyl Sulfone-Modified Hex-2-enopyranosides
Rahul Bhattacharya; Manoj K. Kesharwani; Chinmoy Manna; Bishwajit Ganguly; Cheravakattu G. Suresh; Tanmaya Pathak; Journal of Organic Chemistry 75 (2010) 303–314; doi:10.1021/jo902046g

data_4025152
_publ_contact_author_address
'Dept. of Chemistry, Indian Inst. of Technology, Kharagpur 721 302, India'
_publ_contact_author_email       tpathak@chem.iitkgp.ernet.in
_publ_contact_author_name        'Tanmaya Pathak'
_publ_section_title
;
 An Experimental and Theoretical Study on the Remarkable Influence of
 Protecting Groups on the Selectivity of Addition of Amines to Vinyl
 Sulfone-Modified Hex-2-enopyranosides
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              303
_journal_page_last               314
_journal_paper_doi               10.1021/jo902046g
_journal_volume                  75
_journal_year                    2010
_chemical_formula_sum            'C21 H24 O6 S'
_chemical_formula_weight         404.46
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.7034(3)
_cell_length_b                   10.0673(4)
_cell_length_c                   23.1719(8)
_cell_measurement_temperature    293(2)
_cell_volume                     2030.32(13)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'omega scan'
_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  0.0530
_diffrn_reflns_av_sigmaI/netI    0.0391
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            27487
_diffrn_reflns_theta_full        27.24
_diffrn_reflns_theta_max         27.24
_diffrn_reflns_theta_min         1.76
_exptl_absorpt_coefficient_mu    0.097
_exptl_crystal_density_diffrn    0.662
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             428
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.03(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         4510
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.001
_refine_ls_R_factor_all          0.0865
_refine_ls_R_factor_gt           0.0508
_refine_ls_shift/su_max          0.143
_refine_ls_shift/su_mean         0.025
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0740P)^2^+0.3948P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1219
_refine_ls_wR_factor_ref         0.1436
_reflns_number_gt                3127
_reflns_number_total             4510
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo902046g_si_003.cif
_cod_data_source_block           ptcm002_0m
_cod_depositor_comments
;

2020-11-05
Z value fixed to be consistent with given formula 
                 miguel
;
_cod_original_formula_units_Z    2
_cod_database_code               4025152