Equatorial Anomeric Triflates from Mannuronic Acid Esters
Marthe T. C. Walvoort; Gerrit Lodder; Jaroslaw Mazurek; Herman S. Overkleeft; Jeroen D. C. Codée; Gijsbert A. van der Marel; Journal of the American Chemical Society 131 (2009) 12080–12081; doi:10.1021/ja905008p

data_4104948
_publ_contact_author_address
;
Avantium Technologies B.V.
Zekeringstraat 29
1014 BV Amsterdam
The Netherlands
;
_publ_contact_author_email       ' jaroslaw.mazurek@avantium.com '
_publ_contact_author_name        ' Jaroslaw Mazurek'
_publ_section_title
;
 Equatorial Anomeric Triflates from Mannuronic Acid Esters
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12080
_journal_page_last               12081
_journal_paper_doi               10.1021/ja905008p
_journal_volume                  131
_journal_year                    2009
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C16 H17 N3 O7'
_chemical_formula_sum            'C16 H17 N3 O7'
_chemical_formula_weight         363.33
_chemical_name_systematic
;
Methyl 4-O-acetyl-2-azido-3-O-benzyl-2-deoxy--
1-lactone-D-mannopyranosyluronate
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_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                 115.766(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.989(2)
_cell_length_b                   7.718(2)
_cell_length_c                   11.376(3)
_cell_measurement_reflns_used    3699
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      0.998
_cell_volume                     868.9(4)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       KappaCCD
_computing_data_reduction
;
'Denzo and Scalepak (Otwinowski & Minor, 1997)'
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      300(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       KappaCCD
_diffrn_measurement_method       CCD
_diffrn_orient_matrix_type       X=UH
_diffrn_orient_matrix_UB_11      -0.04619
_diffrn_orient_matrix_UB_12      0.06722
_diffrn_orient_matrix_UB_13      -0.05964
_diffrn_orient_matrix_UB_21      -0.09445
_diffrn_orient_matrix_UB_22      0.01296
_diffrn_orient_matrix_UB_23      0.08775
_diffrn_orient_matrix_UB_31      0.02540
_diffrn_orient_matrix_UB_32      0.09327
_diffrn_orient_matrix_UB_33      0.01357
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength_id  all
_diffrn_reflns_av_R_equivalents  0.0193
_diffrn_reflns_av_sigmaI/netI    0.0214
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7234
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         3.30
_exptl_absorpt_coefficient_mu    0.111
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_description       block
_exptl_crystal_F_000             380
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.140
_refine_diff_density_min         -0.115
_refine_diff_density_rms         0.029
_refine_ls_extinction_coef       0.101(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         2131
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0338
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0538P)^2^+0.0651P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0861
_refine_ls_wR_factor_ref         0.0909
_reflns_number_gt                1839
_reflns_number_total             2131
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja905008p_si_003.cif
_cod_data_source_block           I_at_300K
_cod_original_sg_symbol_H-M      'P 21 '
_cod_database_code               4104948