Hydrogen-Bonding-Assisted Exogenous Nucleophilic Reagent Effect for β-Selective Glycosylation of Rare 3-Amino Sugars.
Zeng, Jing; Wang, Ruobin; Zhang, Shuxin; Fang, Jing; Liu, Shanshan; Sun, Guangfei; Xu, Bingbing; Xiao, Ying; Fu, Dengxian; Zhang, Wenqi; Hu, Yixin; Wan, Qian; Journal of the American Chemical Society 141 (2019) 8509–8515; doi:10.1021/jacs.9b01862

data_4128760
_publ_section_title
;
 Hydrogen-Bonding-Assisted Exogenous Nucleophilic Reagent Effect for
 \b-Selective Glycosylation of Rare 3-Amino Sugars.
;
_journal_issue                   21
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              8509
_journal_page_last               8515
_journal_paper_doi               10.1021/jacs.9b01862
_journal_volume                  141
_journal_year                    2019
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C27 H33 N4 O13 S2'
_chemical_formula_sum            'C27 H33 N4 O13 S2'
_chemical_formula_weight         685.71
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_Int_Tables_number      4
_audit_creation_date             2019-02-12
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_cell_angle_alpha                90
_cell_angle_beta                 111.856(1)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.6865(3)
_cell_length_b                   29.0486(11)
_cell_length_c                   8.7393(4)
_cell_measurement_reflns_used    9951
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      24.2
_cell_measurement_theta_min      2.6
_cell_volume                     1811.07(13)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_diffrn_ambient_temperature      297.7
_diffrn_measured_fraction_theta_full 0.9983
_diffrn_measured_fraction_theta_max 0.9983
_diffrn_measurement_device_type  'Bruker Apex II'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0294
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            23872
_diffrn_reflns_theta_full        24.3024
_diffrn_reflns_theta_max         24.30
_diffrn_reflns_theta_min         2.51
_exptl_absorpt_coefficient_mu    0.209
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_correction_T_min  0.979
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2014)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.2573
_exptl_crystal_description       block
_exptl_crystal_F_000             718.9320
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         2.9894
_refine_diff_density_min         -0.6292
_refine_diff_density_rms         0.2126
_refine_ls_abs_structure_details
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   0.04(18)
_refine_ls_d_res_high            0.8635
_refine_ls_d_res_low             8.1111
_refine_ls_goodness_of_fit_ref   2.6665
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    54
_refine_ls_number_parameters     420
_refine_ls_number_reflns         5867
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      2.6665
_refine_ls_R_factor_all          0.1236
_refine_ls_R_factor_gt           0.1164
_refine_ls_shift/su_max          0.5182
_refine_ls_shift/su_mean         0.0426
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0958P)^2^+0.3287P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3172
_refine_ls_wR_factor_ref         0.3235
_reflns_Friedel_coverage         0.997
_reflns_limit_h_max              8
_reflns_limit_h_min              -8
_reflns_limit_k_max              33
_reflns_limit_k_min              -33
_reflns_limit_l_max              10
_reflns_limit_l_min              -10
_reflns_number_gt                5401
_reflns_number_total             5867
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            ja9b01862_si_005.cif
_cod_data_source_block           1_sq
_cod_original_sg_symbol_Hall     ' P 2yb'
_cod_database_code               4128760
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10), C12(H12), C14(H14), C15(H15), C18(H18), C20(H20)
2.b Secondary CH2 refined with riding coordinates:
 C9(H9a,H9b), C16(H16a,H16b)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C2(H2), C5(H5), C6(H6), C23(H23), C24(H24), C26(H26), C27(H27)
2.d Idealised Me refined as rotating group:
 C7(H7a,H7b,H7c), C11(H11a,H11b,H11c), C13(H13a,H13b,H13c), C19(H19a,H19b,
 H19c), C21(H21a,H21b,H21c)
;
_olex2_submission_special_instructions 'No special instructions were received'