Four into one: organocatalyzed stereoselective conjugate addition of unprotected and unactivated carbohydrates.
Matviitsuk, Anastassia; Berndt, Falko; Mahrwald, Rainer; Organic letters 16 (2014) 5474–5477; doi:10.1021/ol5027443

data_1517947
_publ_section_title
;
 Four into one: organocatalyzed stereoselective conjugate addition of
 unprotected and unactivated carbohydrates.
;
_journal_issue                   20
_journal_name_full               'Organic letters'
_journal_page_first              5474
_journal_page_last               5477
_journal_paper_doi               10.1021/ol5027443
_journal_volume                  16
_journal_year                    2014
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C9 H16 O6'
_chemical_formula_sum            'C9 H16 O6'
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_space_group_name_H-M_alt        'C 1 2 1'
_symmetry_space_group_name_Hall  'C 2y'
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_cell_measurement_temperature    100(2)
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_cell_volume                     1050.76(14)
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2002)'
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_computing_data_reduction        'X-RED (Stoe & Cie, 2002)'
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_diffrn_ambient_temperature      100(2)
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_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'STOE IPDS2T'
_diffrn_measurement_method       'rotaion method'
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_diffrn_reflns_av_unetI/netI     0.0310
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_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       16
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_diffrn_reflns_number            5080
_diffrn_reflns_point_group_measured_fraction_full 0.998
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_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.182
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_exptl_absorpt_coefficient_mu    0.117
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_exptl_absorpt_correction_T_min  0.951
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Spek, 2003'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_description       block
_exptl_crystal_F_000             472
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_exptl_crystal_size_mid          0.360
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_refine_diff_density_max         0.774
_refine_diff_density_min         -0.776
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_refine_ls_abs_structure_details
;
 Flack x determined using 1138 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.1(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.914
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     149
_refine_ls_number_reflns         2828
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.914
_refine_ls_R_factor_all          0.0477
_refine_ls_R_factor_gt           0.0454
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1160P)^2^+0.2525P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1242
_refine_ls_wR_factor_ref         0.1267
_reflns_Friedel_coverage         0.815
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_reflns_Friedel_fraction_max     0.984
_reflns_number_gt                2664
_reflns_number_total             2828
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ol5027443_si_001.cif
_cod_data_source_block           fb20a
_cod_depositor_comments
'Adding full bibliography for 1517946--1517947.cif.'
_cod_original_cell_volume        1050.76(13)
_cod_database_code               1517947
_shelx_estimated_absorpt_t_min   0.946
_shelx_estimated_absorpt_t_max   0.961
_shelxl_version_number           2013-4
_shelx_res_checksum              3113
_shelx_hkl_checksum              42031